120-92-3 | Cyclopentanone

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$25.00	$17.00
25g	98%	in stock	$41.00	$29.00
100g	98%	in stock	$89.00	$62.00
500g	98%	in stock	$249.00	$175.00

Description

• Catalog Number: AA33547
• Chemical Name: Cyclopentanone
• CAS Number: 120-92-3
• Molecular Formula: C5H8O
• Molecular Weight: 84.1164
• MDL Number: MFCD00001409
• SMILES: O=C1CCCC1
• NSC Number: 4122

Computed Properties

• Complexity: 58.3
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 1
• XLogP3: 0.4

Upstream Synthesis Route

Cyclopentanone, a cyclic five-carbon ketone, is a versatile compound widely used in the field of chemical synthesis. Its unique structure and reactivity make it an indispensable building block for the creation of various organic compounds and pharmaceuticals. In chemical synthesis, Cyclopentanone serves as a valuable intermediate for the production of cyclic compounds, such as cyclopentanol and cyclopentanone-based polymers. Its compact ring structure allows for efficient incorporation into larger molecules, providing a means to access complex and diverse chemical structures. Additionally, Cyclopentanone can undergo numerous chemical reactions, including reduction, oxidation, and substitution, further expanding its utility in organic synthesis. Overall, Cyclopentanone plays a crucial role in modern chemical synthesis as a key component in the creation of a wide range of important compounds and materials.

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• Enantioselective alpha-arylation of ketones with aryl triflates catalyzed by difluorphos complexes of palladium and nickel.

  Journal of the American Chemical Society 20080109

• Anti-inflammatory effect of antidiabetic thiazolidinediones prevents bone resorption rather than cartilage changes in experimental polyarthritis.

  Arthritis research & therapy 20080101

• Feedback Control of the Arachidonate Cascade in Osteoblastic Cells by 15-deoxy-Delta-Prostaglandin J(2).

  Journal of clinical biochemistry and nutrition 20080101

• Cyclopentenone and furan derivative from the mycelia of Cordyceps cicadae.

  The Journal of antibiotics 20080101

• Prevention of Oxidative Stress-Induced Retinal Pigment Epithelial Cell Death by the PPARgamma Agonists, 15-Deoxy-Delta 12, 14-Prostaglandin J(2).

  PPAR research 20080101

• Pro-apoptotic activity of cyclopentenone in cancer cells.

  Anticancer research 20080101

• Regulation of Glial Cell Functions by PPAR-gamma Natural and Synthetic Agonists.

  PPAR research 20080101

• PPAR Ligands for Cancer Chemoprevention.

  PPAR research 20080101

• JNK pathway is involved in the inhibition of inflammatory target gene expression and NF-kappaB activation by melittin.

  Journal of inflammation (London, England) 20080101

• Metabolite-based clustering and visualization of mass spectrometry data using one-dimensional self-organizing maps.

  Algorithms for molecular biology : AMB 20080101

• Microglia and Astrocyte Activation by Toll-Like Receptor Ligands: Modulation by PPAR-gamma Agonists.

  PPAR research 20080101

• PPAR-gamma: Therapeutic Potential for Multiple Sclerosis.

  PPAR research 20080101

• The Role of PPAR-gamma and Its Interaction with COX-2 in Pancreatic Cancer.

  PPAR research 20080101

• The PPAR-gamma Agonist 15-Deoxy-Delta-Prostaglandin J(2) Attenuates Microglial Production of IL-12 Family Cytokines: Potential Relevance to Alzheimer's Disease.

  PPAR research 20080101

• Macrophages, PPARs, and Cancer.

  PPAR research 20080101

• Synthesis of cyclopentenones from cyclopropanes and silyl ynol ethers.

  Angewandte Chemie (International ed. in English) 20080101

• Photooxygenation of masked o-benzoquinones: an efficient entry into highly functionalized cyclopentenones from 2-methoxyphenols.

  Angewandte Chemie (International ed. in English) 20080101

• 15-deoxy-delta12,14-prostaglandin J2 attenuates endothelial-monocyte interaction: implication for inflammatory diseases.

  Journal of inflammation (London, England) 20080101

• Activation of Penile Proadipogenic Peroxisome Proliferator-Activated Receptor gamma with an Estrogen: Interaction with Estrogen Receptor Alpha during Postnatal Development.

  PPAR research 20080101

• Omega-3 Fatty Acids and PPARgamma in Cancer.

  PPAR research 20080101

• CXCR4 in Cancer and Its Regulation by PPARgamma.

  PPAR research 20080101

• To Live or to Die: Prosurvival Activity of PPARgamma in Cancers.

  PPAR research 20080101

• Recent advances in the investigation of curcuminoids.

  Chinese medicine 20080101

• Local and systemic gene expression responses of Atlantic salmon (Salmo salar L.) to infection with the salmon louse (Lepeophtheirus salmonis).

  BMC genomics 20080101

• Ex vivo promoter analysis of antiviral heat shock cognate 70B gene in Anopheles gambiae.

  Virology journal 20080101

• Increased expression of lipocalin-type prostaglandin D2 synthase in osteoarthritic cartilage.

  Arthritis research & therapy 20080101

• Peroxisome proliferator-activated receptors in diabetic nephropathy.

  PPAR research 20080101

• A rapid microwell fluorescence immunoassay for cellular protein detection.

  Biological procedures online 20080101

• Repellent properties of delta-octalactone against the tsetse fly, Glossina morsitans morsitans.

  Journal of insect science (Online) 20080101

• Therapeutic Potential of PPARγ Activation in Stroke.

  PPAR research 20080101

• Synthesis of polysubstituted cyclopentenones via [4+1] reactions of TIPS-vinylketenes.

  The Journal of organic chemistry 20071221

• A novel, efficient, diastereo- and enantioselective Mukaiyama aldol-based synthesis of a vinyl cyclopentanone core derivative of viridenomycin.

  Organic letters 20071220

• Detection of a pathway from linoleate to a novel cyclopentenone: cis-12-oxo-10-phytoenoic acid in sunflower roots.

  Chembiochem : a European journal of chemical biology 20071217

• Anti-inflammatory lipid mediator 15d-PGJ2 inhibits translation through inactivation of eIF4A.

  The EMBO journal 20071212

• ERK-1/-2 and p38 kinase oppositely regulate 15-deoxy-delta(12,14)-prostaglandinJ(2)-Induced PPAR-gamma activation that mediates dedifferentiation but not cyclooxygenase-2 expression in articular chondrocytes.

  Journal of Korean medical science 20071201

• A general and regioselective synthesis of cyclopentenone derivatives through nickel(0)-mediated [3 + 2] cyclization of alkenyl Fischer carbene complexes and internal alkynes.

  Journal of the American Chemical Society 20071121

• Modifications of the chemical structure of terpenes in antiplasmodial and antifungal drug research.

  Bioorganic & medicinal chemistry letters 20071115

• A domino-based approach toward stereodefined heavily functionalized cyclohexanes: synthesis of iridal's core structure.

  Organic letters 20071108

• Rh-catalyzed highly enantioselective formation of functionalized cyclopentanes and cyclopentanones.

  Organic & biomolecular chemistry 20071107

• Inhibition of trail gene expression by cyclopentenonic prostaglandin 15-deoxy-delta12,14-prostaglandin J2 in T lymphocytes.

  Molecular pharmacology 20071101

• Study of protein targets for covalent modification by the antitumoral and anti-inflammatory prostaglandin PGA1: focus on vimentin.

  Journal of mass spectrometry : JMS 20071101

• Endogenous lipid mediators in the resolution of airway inflammation.

  The European respiratory journal 20071101

• Unprecedented rearrangement of a 4-alkoxy-5-bromoalk-2-en-1-ol to a cyclopentenone via an iso-nazarov cyclization process.

  The Journal of organic chemistry 20071026

• Rate constants for the reaction of cl with a series of C4 to C6 ketones using the relative rate method.

  The journal of physical chemistry. A 20071025

• Specific subcellular localization of siRNAs delivered by lipoplex in MCF-7 breast cancer cells.

  Biochimie 20071001

• Accumulation of hypoxia-inducible factor-1alpha through a novel electrophilic, thiol antioxidant-sensitive mechanism.

  Cellular signalling 20071001

• Synthesis of neuroprotective cyclopentenone prostaglandin analogs: suppression of manganese-induced apoptosis of PC12 cells.

  Bioorganic & medicinal chemistry letters 20071001

• 15-Deoxy-delta(12,14)-prostaglandin J(2) down-regulates CXCR4 on carcinoma cells through PPARgamma- and NFkappaB-mediated pathways.

  Experimental cell research 20071001

• Cyclopentenone prostaglandin, 15-deoxy-Delta12,14-PGJ2, is metabolized by HepG2 cells via conjugation with glutathione.

  Chemical research in toxicology 20071001

• [Screening and function analysis of a cyclohexanone-degrading bacterium CN1 from deep sea sediment].

  Wei sheng wu xue bao = Acta microbiologica Sinica 20071001

• Effect of cation absorption on ionization/dissociation of cycloketone molecules in a femtosecond laser field.

  The journal of physical chemistry. A 20070927

• Benzopyrans as selective estrogen receptor beta agonists (SERBAs). Part 3: synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification.

  Bioorganic & medicinal chemistry letters 20070901

• Electrophilic cyclopentenone isoprostanes in neurodegeneration.

  Journal of molecular neuroscience : MN 20070901

• Cyclization of natural allene oxide in aprotic solvent: formation of the novel oxylipin methyl cis-12-oxo-10-phytoenoate.

  Chemistry and physics of lipids 20070801

• Formate as a CO surrogate for cascade processes: Rh-catalyzed cooperative decarbonylation and asymmetric Pauson-Khand-type cyclization reactions.

  Chemical communications (Cambridge, England) 20070707

• Cyclopentanone ring expansion leading to functionalized delta-lactams: short synthesis of simple sedum alkaloids.

  Organic letters 20070705

• Recent developments in the synthesis of prostaglandins and analogues.

  Chemical reviews 20070701

• Synthesis of [60]fullerene acetals and ketals: reaction of [60]fullerene with aldehydes/ketones and alkoxides.

  The Journal of organic chemistry 20070622

• Antiinflammatory effects of the cyclopentenone isoprostane 15-A(2)-IsoP in human gestational tissues.

  Free radical biology & medicine 20070615

• Two-step formal [3+2] cycloaddition of enones/enals and allenyl MOM ether: gold-catalyzed highly diastereoselective synthesis of cyclopentanone enol ether containing an all-carbon quaternary center.

  Journal of the American Chemical Society 20070523

• 15-deoxy-Delta(12,14)-prostaglandin J2 inhibits G2-M phase progression in human breast cancer cells via the down-regulation of cyclin B1 and survivin expression.

  Breast cancer research and treatment 20070501

• [Discharge ion mobility spectrometry of ketonic organic compounds].

  Guang pu xue yu guang pu fen xi = Guang pu 20070501

• 15-deoxy-Delta12,14-prostaglandin J2 negatively regulates rankl gene expression in activated T lymphocytes: role of NF-kappaB and early growth response transcription factors.

  Journal of immunology (Baltimore, Md. : 1950) 20070401

• Synthesis of the oxygenated pactamycin core.

  Organic letters 20070329

• 15-deoxy-Delta12,14-prostaglandin J2 inhibits transcriptional activity of estrogen receptor-alpha via covalent modification of DNA-binding domain.

  Cancer research 20070315

• Targeting 15d-prostaglandin J2 to hepatic stellate cells: two options evaluated.

  Pharmaceutical research 20070301

• Pulsed laser photolysis vacuum UV laser-induced fluorescence kinetic study of the gas-phase reactions of Cl(2P3/2) atoms with C3-C6 ketones.

  The journal of physical chemistry. A 20070222

• Bromomyrothenone B and botrytinone, cyclopentenone derivatives from a marine isolate of the fungus botrytis.

  Journal of natural products 20070201

• Synthesis of novel 2'-methyl carbovir analogues as potent antiviral agents.

  Archives of pharmacal research 20070201

• Dicobaltoctacarbonyl-mediated synthesis of tricyclic 5,6-diydropyran-2-one derivatives via tandem cycloaddition reaction between cis-epoxyalkynes, a tethered olefin, and carbon monoxide.

  The Journal of organic chemistry 20070119

• Synthesis of novel potent hepatitis C virus NS3 protease inhibitors: discovery of 4-hydroxy-cyclopent-2-ene-1,2-dicarboxylic acid as a N-acyl-L-hydroxyproline bioisostere.

  Bioorganic & medicinal chemistry 20070115

• Direct evidence for the covalent modification of glutathione-S-transferase P1-1 by electrophilic prostaglandins: implications for enzyme inactivation and cell survival.

  Archives of biochemistry and biophysics 20070115

• Free-radical pathways in the decomposition of ketones over polycrystalline TiO(2): the role of organoperoxy radicals.

  Chemphyschem : a European journal of chemical physics and physical chemistry 20070108

• Cyclopentanone ring-cleaved pleuromutilin derivatives.

  European journal of medicinal chemistry 20070101

• Chemical genetics suggests a critical role for lysyl oxidase in zebrafish notochord morphogenesis.

  Molecular bioSystems 20070101

• Effects of low dose GM-CSF on microglial inflammatory profiles to diverse pathogen-associated molecular patterns (PAMPs).

  Journal of neuroinflammation 20070101

• Modification of proteins by cyclopentenone prostaglandins is differentially modulated by GSH in vitro.

  Annals of the New York Academy of Sciences 20070101

• Zerumbone induced apoptosis in liver cancer cells via modulation of Bax/Bcl-2 ratio.

  Cancer cell international 20070101

• Anti- and proinflammatory effects of 15-deoxy-delta-prostaglandin J2(15d-PGJ2) on human eosinophil functions.

  International archives of allergy and immunology 20070101

• A catalytic method for converting vinylic furanoses into cyclopentenones.

  Angewandte Chemie (International ed. in English) 20070101

• Reduction of urate crystal-induced inflammation by root extracts from traditional oriental medicinal plants: elevation of prostaglandin D2 levels.

  Arthritis research & therapy 20070101

• The use of silicon-based tethers for the Pauson-Khand reaction.

  Beilstein journal of organic chemistry 20070101

• Anopheles gambiae heat shock protein cognate 70B impedes o'nyong-nyong virus replication.

  BMC genomics 20070101

• 15d-PGJ2 induces apoptosis of mouse oligodendrocyte precursor cells.

  Journal of neuroinflammation 20070101

• Peroxisome proliferator-activated receptors and acute lung injury.

  PPAR research 20070101

• The Role of PPARs in Lung Fibrosis.

  PPAR research 20070101

• Nitrosylcobalamin potentiates the anti-neoplastic effects of chemotherapeutic agents via suppression of survival signaling.

  PloS one 20070101

• Matrix-assisted laser desorption/ionization time-of-flight investigation of Nylon 6 and Nylon 66 thermo-oxidation products.

  European journal of mass spectrometry (Chichester, England) 20070101

• A convenient approach for access to both carbapentofuranoses and carbahexopyranoses. Stereocontrolled synthesis of enantiopure carba-D-ribofuranoses, carba-D-arabinofuranoses and carba-L-gulopyranose.

  The Journal of organic chemistry 20061222

• A plant-derived morphinan as a novel lead compound active against malaria liver stages.

  PLoS medicine 20061201

• Prostanoids with cyclopentenone structure as tools for the characterization of electrophilic lipid-protein interactomes.

  Annals of the New York Academy of Sciences 20061201

• 15-deoxy-Delta12,14-prostaglandin J2 as a potential endogenous regulator of redox-sensitive transcription factors.

  Biochemical pharmacology 20061130

• Synthesis of 1,2,4-trioxepanes and 1,2,4-trioxocanes via photooxygenation of homoallylic alcohols.

  The Journal of organic chemistry 20061124

• Polymer-assisted solution-phase synthesis and neurite-outgrowth-promoting activity of 15-deoxy-delta(12,14)-PGJ2 derivatives.

  Chemistry, an Asian journal 20061120

• Addition of electrophilic lipids to actin alters filament structure.

  Biochemical and biophysical research communications 20061103

• Induction of apoptosis in estrogen receptor-negative breast cancer cells by natural and synthetic cyclopentenones: role of the IkappaB kinase/nuclear factor-kappaB pathway.

  Molecular pharmacology 20061101

• Cysteine-179 of IkappaB kinase beta plays a critical role in enzyme activation by promoting phosphorylation of activation loop serines.

  Experimental & molecular medicine 20061031

• Radical trifluoromethylation of ketone silyl enol ethers by activation with dialkylzinc.

  Organic letters 20061012

• Enantioselective total synthesis of guanacastepene N using an uncommon 7-endo Heck cyclization as a pivotal step.

  Journal of the American Chemical Society 20061011

• Cyclopentenone: a special moiety for anticancer drug design.

  Anti-cancer drugs 20061001

• 15-deoxy-(Delta12,14)-prostaglandin J2 (15d-PGJ2) induces cell death through caspase-independent mechanism in A172 human glioma cells.

  Neurochemical research 20061001

• o-Phenylene-bridged Cp/sulfonamido titanium complexes for ethylene/1-octene copolymerization.

  Dalton transactions (Cambridge, England : 2003) 20060907

• Identification of an allene oxide synthase (CYP74C) that leads to formation of alpha-ketols from 9-hydroperoxides of linoleic and linolenic acid in below-ground organs of potato.

  The Plant journal : for cell and molecular biology 20060901

• Cyclopentenones, scaffolds for organic syntheses produced by the endophytic fungus mitosporic dothideomycete sp. LRUB20.

  Journal of natural products 20060901

• Crystal structures of chloroperoxidase with its bound substrates and complexed with formate, acetate, and nitrate.

  The Journal of biological chemistry 20060818

• Stereoselective [4 + 1] annulation reactions with silyl vinylketenes derived from Fischer carbene complexes.

  The Journal of organic chemistry 20060818

• Cytoskeleton/endoplasmic reticulum collapse induced by prostaglandin J2 parallels centrosomal deposition of ubiquitinated protein aggregates.

  The Journal of biological chemistry 20060811

• First total synthesis of louisianin A.

  The Journal of organic chemistry 20060804

• 3'-Fluoro-3'-deoxy-5'-noraristeromycin derivatives: synthesis and antiviral analysis.

  Bioorganic & medicinal chemistry 20060715

• ATM activation by a sulfhydryl-reactive inflammatory cyclopentenone prostaglandin.

  Genes to cells : devoted to molecular & cellular mechanisms 20060701

• 15-Deoxy-Delta12,14-prostaglandin J(2) induces death receptor 5 expression through mRNA stabilization independently of PPARgamma and potentiates TRAIL-induced apoptosis.

  Molecular cancer therapeutics 20060701

• Cyclopentenone isoprostanes are novel bioactive products of lipid oxidation which enhance neurodegeneration.

  Journal of neurochemistry 20060601

• Pt-catalyzed tandem epoxide fragmentation/pentannulation of propargylic esters.

  Journal of the American Chemical Society 20060531

• Interaction of electrophilic lipid oxidation products with mitochondria in endothelial cells and formation of reactive oxygen species.

  American journal of physiology. Heart and circulatory physiology 20060501

• 15-deoxy-Delta12,14-prostaglandin J2 inhibits the expression of microsomal prostaglandin E synthase type 2 in colon cancer cells.

  Journal of lipid research 20060501

• Effects of 15-deoxy-Delta12,14-prostaglandin-J2 during hyperdynamic porcine endotoxemia.

  Intensive care medicine 20060501

• Enantioselective modular synthesis of 2,4-disubstituted cyclopentenones by iridium-catalyzed allylic alkylation.

  Angewandte Chemie (International ed. in English) 20060403

• Synthetic heteroprostanoids of A- and E-types as novel non-comprehensive inhibitors of adenylyl cyclase in rat hepatocytes.

  Biochemical and biophysical research communications 20060310

• Analysis of fungal cyclopentenone derivatives from Hygrophorus spp. by liquid chromatography/electrospray-tandem mass spectrometry.

  Journal of mass spectrometry : JMS 20060301

• Biochemistry of prostaglandins A.

  Biochemistry. Biokhimiia 20060301

• Prostaglandins from a zoanthid: paclitaxel-like neurite-degenerating and microtubule-stabilizating activities.

  Bioscience, biotechnology, and biochemistry 20060301

• Induction of the 72-kilodalton heat shock protein and protection from ultraviolet B-induced cell death in human keratinocytes by repetitive exposure to heat shock or 15-deoxy-delta(12,14)-prostaglandin J2.

  Cell stress & chaperones 20060301

• Cyclopentanone thiosemicarbazone, a new complexing agent for copper determination in biological samples by adsorptive stripping voltammetry.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20060301

• Enantioselective synthesis of 2-aryl cyclopentanones by asymmetric epoxidation and epoxide rearrangement.

  Angewandte Chemie (International ed. in English) 20060220

• Synthesis of cyclopentenyl carbocyclic nucleosides as potential antiviral agents against orthopoxviruses and SARS.

  Journal of medicinal chemistry 20060209

• Efficient synthesis of cyclopentenones from enynyl acetates via tandem Au(I)-catalyzed 3,3-rearrangement and the Nazarov reaction.

  Journal of the American Chemical Society 20060208

• Reactive lipid species from cyclooxygenase-2 inactivate tumor suppressor LKB1/STK11: cyclopentenone prostaglandins and 4-hydroxy-2-nonenal covalently modify and inhibit the AMP-kinase kinase that modulates cellular energy homeostasis and protein translation.

  The Journal of biological chemistry 20060203

• Rosiglitazone and 15-deoxy-Delta12,14-prostaglandin J2 cause potent neuroprotection after experimental stroke through noncompletely overlapping mechanisms.

  Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20060201

• Potentiation of tumor formation by topical administration of 15-deoxy-delta12,14-prostaglandin J2 in a model of skin carcinogenesis.

  Carcinogenesis 20060201

• 15-deoxy-Delta12,14-prostaglandin J2 attenuates development of cyclophosphamide-induced cystitis in rats.

  Urology 20060201

• Effect of temperature on competitive adsorption of the solute and the organic solvent in reversed-phase liquid chromatography.

  Journal of chromatography. A 20060127

• Synthesis and antiviral activity of 7-deazaneplanocin A against orthopoxviruses (vaccinia and cowpox virus).

  Bioorganic & medicinal chemistry letters 20060115

• Low expression of MRP1/GS-X pump ATPase in lymphocytes of Walker 256 tumour-bearing rats is associated with cyclopentenone prostaglandin accumulation and cancer immunodeficiency.

  Cell biochemistry and function 20060101

• Identification of novel protein targets for modification by 15-deoxy-Delta12,14-prostaglandin J2 in mesangial cells reveals multiple interactions with the cytoskeleton.

  Journal of the American Society of Nephrology : JASN 20060101

• NF-kappaB: a stress-regulated switch for cell survival.

  Antioxidants & redox signaling 20060101

• Effect of peroxisome proliferator activated receptor (PPAR)gamma agonists on prostaglandins cascade in joint cells.

  Biorheology 20060101

• Pharmacological inhibition of leukotrienes in an animal model of bleomycin-induced acute lung injury.

  Respiratory research 20060101

• Inhibition of Carrageenan-Induced Cutaneous Inflammation by PPAR Agonists Is Dependent on Hepatocyte-Specific Retinoid X ReceptorAlpha.

  PPAR research 20060101

• Asymmetric sulfonium ylide mediated cyclopropanation: stereocontrolled synthesis of (+)-LY354740.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20051223

• Inhibition of nuclear translocation of nuclear factor-kappaB despite lack of functional IkappaBalpha protein overcomes multiple defects in apoptosis signaling in human B-cell malignancies.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20051115

• Synthesis of 2H-1,2-benzothiazine 1,1-dioxides via heteroannulation reactions of 2-iodobenzenesulfonamide with ketone enolates under S(RN)1 conditions.

  The Journal of organic chemistry 20051111

• From cyclopentanone oximes to bis[1,2,3]dithiazolo-s-indacenes, cyclopenta[c][1,2]thiazine, pentathiepino-, tetrathiino-, and thienocyclopenta[1,2,3]dithiazoles as a rich source of new materials.

  The Journal of organic chemistry 20051111

• Microscale process evaluation of recombinant biocatalyst libraries: application to Baeyer-Villiger monooxygenase catalysed lactone synthesis.

  Bioprocess and biosystems engineering 20051101

• 12-oxo-phytodienoic acid triggers expression of a distinct set of genes and plays a role in wound-induced gene expression in Arabidopsis.

  Plant physiology 20051101

• New sesquiterpene lactones from Arnica tincture prepared from fresh flowerheads of Arnica montana.

  Planta medica 20051101

• Terpestacin core structure. control of stereochemistry.

  Organic letters 20051027

• Oxidative modification of proteasome: identification of an oxidation-sensitive subunit in 26 S proteasome.

  Biochemistry 20051025

• Differential selectivity of protein modification by the cyclopentenone prostaglandins PGA1 and 15-deoxy-Delta12,14-PGJ2: role of glutathione.

  FEBS letters 20051024

• Cyclopentenone isoprostanes inhibit the inflammatory response in macrophages.

  The Journal of biological chemistry 20051021

• Acid-catalyzed transannular cyclization of 3aH-cyclopentene[8]annulene-1,4-(5H,9aH)-diones and some proposed mechanisms.

  The Journal of organic chemistry 20051014

• Structure-activity relationships of new A,D-ring modified steroids as aromatase inhibitors: design, synthesis, and biological activity evaluation.

  Journal of medicinal chemistry 20051006

• The cyclopentenone 15-deoxy-delta(12,14)-prostaglandin J2 inhibits G1/S transition and retinoblastoma protein phosphorylation in immortalized lymphocytes from Alzheimer's disease patients.

  Experimental neurology 20051001

• Stereoselective synthesis of highly substituted cyclopentenones through [4+1] annulations of trialkylsilyl vinyl ketenes with alpha-benzotriazolyl organolithium compounds.

  Angewandte Chemie (International ed. in English) 20050912

• Ruthenium-catalyzed hydrative cyclization of 1,5-enynes.

  Journal of the American Chemical Society 20050907

• A Paterno-Büchi approach to the synthesis of merrilactone A.

  Organic letters 20050901

• The nonthiazolidinedione PPARgamma agonist L-796,449 is neuroprotective in experimental stroke.

  Journal of neuropathology and experimental neurology 20050901

• Synthesis and antiviral evaluation of novel 6'(alpha)-methyl-branched Carbovir analogues.

  Archiv der Pharmazie 20050901

• New cyclopentenone derivatives from an endophytic Streptomyces sp. isolated from the mangrove plant Aegiceras comiculatum.

  The Journal of antibiotics 20050901

• An improved approach to chiral cyclopentenone building blocks. Total synthesis of pentenomycin I and neplanocin A.

  The Journal of organic chemistry 20050819

• 2,2-dimethyl cyclopentanones by acid catalyzed ring expansion of isopropenylcyclobutanols. A short synthesis of (+/-)-alpha-cuparenone and (+/-)-herbertene.

  Chemical communications (Cambridge, England) 20050814

• Structure-based design, synthesis, and memapsin 2 (BACE) inhibitory activity of carbocyclic and heterocyclic peptidomimetics.

  Journal of medicinal chemistry 20050811

• Diastereoselective intermolecular Pauson-Khand reactions of chiral cyclopropenes.

  Organic letters 20050804

• New odourless protocols for efficient Pauson-Khand annulations.

  Organic & biomolecular chemistry 20050707

• Phenols, quinolines, indoles, benzene, and 2-cyclopenten-1-ones are oviductal toxicants in cigarette smoke.

  Toxicological sciences : an official journal of the Society of Toxicology 20050701

• Identification of the major urinary metabolite of the highly reactive cyclopentenone isoprostane 15-A(2t)-isoprostane in vivo.

  The Journal of biological chemistry 20050701

• Highlight for phenols, quinolines, indoles, benzene and 2-cyclopenten-1-ones are oviduct toxicants in cigarette smoke, by Prue Talbot, Karen Riveles, and Ryan Rosa: list of tobacco-smoke constituents that are harmful for reproduction grows--passive smokers may be at risk.

  Toxicological sciences : an official journal of the Society of Toxicology 20050701

• Heterocyclic derivative syntheses by palladium-catalyzed oxidative cyclization-alkoxycarbonylation of substituted gamma-oxoalkynes.

  The Journal of organic chemistry 20050624

• Alpha-hydroxy cyclopentenones from alpha-diketones.

  Organic letters 20050623

• Stereoselective Nazarov cyclizations of bridged bicyclic dienones.

  Organic letters 20050623

• Ab initio MO study on [3 + 2] annulation using beta-phenylthio-acryloylsilanes with alkyl methyl ketone enolates and its through-space/bond interaction analysis.

  Organic & biomolecular chemistry 20050621

• 15-Deoxy-{delta}12,14-prostaglandin j2 inhibits interleukin-1{beta}-induced nuclear factor-{kappa}b in human amnion and myometrial cells: mechanisms and implications.

  The Journal of clinical endocrinology and metabolism 20050601

• Taste-active maillard reaction products: the 'tasty' world of nonvolatile maillard reaction products.

  Annals of the New York Academy of Sciences 20050601

• Absolute asymmetric photocyclization of isopropylbenzophenone derivatives using a cocrystal approach involving single-crystal-to-single-crystal transformation.

  The Journal of organic chemistry 20050527

• The intermolecular Pauson-Khand reaction.

  Angewandte Chemie (International ed. in English) 20050513

• Convenient route to both enantiomers of a highly functionalized trans-disubstituted cyclopentene. Synthesis of the carbocyclic core of the nucleoside BCA.

  The Journal of organic chemistry 20050513

• Peroxisome proliferator-activated receptor-gamma is a new therapeutic target in sepsis and inflammation.

  Shock (Augusta, Ga.) 20050501

• The cyclopentenone prostaglandin 15-deoxydelta(12,14)-prostaglandin J2 attenuates the development of zymosan-induced shock.

  Intensive care medicine 20050501

• 3,3a-Dihydrocyclopenta[b]chromen-1(2H)-ones from the reaction of salicylaldehyde and 2-cyclopenten-1-one.

  Acta crystallographica. Section C, Crystal structure communications 20050501

• Cyclopentenone prostaglandins PGA2 and 15-deoxy-delta12,14 PGJ2 suppress activation of murine microglia and astrocytes: implications for multiple sclerosis.

  Journal of neuroscience research 20050401

• Myrothenones A and B, cyclopentenone derivatives with tyrosinase inhibitory activity from the marine-derived fungus Myrothecium sp.

  Chemical & pharmaceutical bulletin 20050401

• Hormone regulation of microglial cell activation: relevance to multiple sclerosis.

  Brain research. Brain research reviews 20050401

• The biochemistry of the isoprostane, neuroprostane, and isofuran Pathways of lipid peroxidation.

  Brain pathology (Zurich, Switzerland) 20050401

• Cyclopentenone eicosanoids as mediators of neurodegeneration: a pathogenic mechanism of oxidative stress-mediated and cyclooxygenase-mediated neurotoxicity.

  Brain pathology (Zurich, Switzerland) 20050401

• Structural manifestations of the cheletropic reaction.

  Organic & biomolecular chemistry 20050321

• Rh(I)-catalyzed cyclization of 1-arylprop-2-yn-1-ol derivatives utilizing rhodium 1,4-migration.

  Journal of the American Chemical Society 20050316

• 15-Deoxy-delta 12,14-prostaglandin J2 induces apoptosis in human malignant B cells: an effect associated with inhibition of NF-kappa B activity and down-regulation of antiapoptotic proteins.

  Blood 20050215

• Synthesis and anticancer activity of 2-alkylaminomethyl-5-diaryl-methylenecyclopentanone hydrochlorides and related compounds.

  Bioorganic & medicinal chemistry 20050215

• Reagent-free Nazarov cyclisations.

  Chemical communications (Cambridge, England) 20050207

• 15d-PGJ2: the anti-inflammatory prostaglandin?

  Clinical immunology (Orlando, Fla.) 20050201

• The cyclopentenone prostaglandin PGA2 costimulates the maturation of human dendritic cells.

  Experimental hematology 20050201

• Fluorous mixture synthesis of 4-alkylidene cyclopentenones via a rhodium-catalyzed [2+2+1] cycloaddition of alkynyl allenes.

  Journal of combinatorial chemistry 20050101

• The cyclopentenone (A2/J2) isoprostanes--unique, highly reactive products of arachidonate peroxidation.

  Antioxidants & redox signaling 20050101

• Troglitazone, a PPAR-gamma activator prevents endothelial cell adhesion molecule expression and lymphocyte adhesion mediated by TNF-alpha.

  BMC physiology 20050101

• Synthesis of latanoprost diastereoisomers.

  Chirality 20050101

• The CNS pericyte response to low oxygen: early synthesis of cyclopentenone prostaglandins of the J-series.

  Microvascular research 20050101

• [Role of prostaglandins in rheumatoid arthritis].

  Nihon rinsho. Japanese journal of clinical medicine 20050101

• Investigation of anticancer mechanism of clavulone II, a coral cyclopentenone prostaglandin analog, in human acute promyelocytic leukemia.

  Journal of biomedical science 20050101

• Inhibition or knock out of inducible nitric oxide synthase result in resistance to bleomycin-induced lung injury.

  Respiratory research 20050101

• Inhibition of TNF-alpha promoter activity and synthesis by A11-99-1, a new cyclopentenone from the ascomycete Mollisia melaleuca.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20050101

• Stereoselective synthesis of 3-hydroxymethyl-D-cyclopentenone, the versatile intermediate for the synthesis of carbocyclic nucleosides.

  Nucleosides, nucleotides & nucleic acids 20050101

• Contrasting effects of peroxisome-proliferator-activated receptor (PPAR)gamma agonists on membrane-associated prostaglandin E2 synthase-1 in IL-1beta-stimulated rat chondrocytes: evidence for PPARgamma-independent inhibition by 15-deoxy-Delta12,14prostaglandin J2.

  Arthritis research & therapy 20050101

• A convenient synthesis of gamma-functionalized cyclopentenones.

  Beilstein journal of organic chemistry 20050101

• Total synthesis of (-)-incarvilline, (+)-incarvine C, and (-)-incarvillateine.

  Journal of the American Chemical Society 20041222

• The peroxisome proliferator-activated receptor-gamma ligand 15-deoxyDelta12,14 prostaglandin J2 reduces the organ injury in hemorrhagic shock.

  Shock (Augusta, Ga.) 20041201

• Effects of cyclopentenone prostaglandins on the expression of heme oxygenase-1 in MCF-7 cells.

  Annals of the New York Academy of Sciences 20041201

• Synthesis of 4'-methyl and 4'-cyano carbocyclic 2',3'-didehydro nucleoside analogues via 1,4-addition to substituted cyclopentenones.

  The Journal of organic chemistry 20041126

• Synthesis of 5'-substituted fluoro-neplanocin A analogues: importance of a hydrogen bonding donor at 5'-position for the inhibitory activity of S-adenosylhomocysteine hydrolase.

  Bioorganic & medicinal chemistry letters 20041115

• Protein thiol modification by 15-deoxy-Delta12,14-prostaglandin J2 addition in mesangial cells: role in the inhibition of pro-inflammatory genes.

  Molecular pharmacology 20041101

• Intramolecular aldol cyclization of C-4-ulopyranosyl-2'-oxoalkanes controlled by steric effects. Asymmetric synthesis of substituted 8-oxabicyclo[3.2.1]octanones and -octenones and cyclopentenones.

  Carbohydrate research 20041020

• Induction of reversible cysteine-targeted protein oxidation by an endogenous electrophile 15-deoxy-delta12,14-prostaglandin J2.

  Chemical research in toxicology 20041001

• [Study of in vitro cytotoxic activity of cyclopentanones derivatives].

  La Tunisie medicale 20041001

• Anti-apoptotic and pro-apoptotic effect of NEPP11 on manganese-induced apoptosis and JNK pathway activation in PC12 cells.

  Brain research 20040924

• Abrogation of IL-6-mediated JAK signalling by the cyclopentenone prostaglandin 15d-PGJ(2) in oral squamous carcinoma cells.

  British journal of cancer 20040913

• 15d-prostaglandin J2 reduces multiple organ failure caused by wall-fragment of Gram-positive and Gram-negative bacteria.

  European journal of pharmacology 20040913

• Catalytic intermolecular Pauson-Khand-type reaction: strong directing effect of pyridylsilyl and pyrimidylsilyl groups and isolation of Ru complexes relevant to catalytic reaction.

  Journal of the American Chemical Society 20040908

• A potential role of 15-deoxy-delta(12,14)-prostaglandin J2 for induction of human articular chondrocyte apoptosis in arthritis.

  The Journal of biological chemistry 20040903

• Differential effects of serum constituents on apoptosis induced by the cyclopentenone prostaglandin 15-deoxy-delta12,14-prostaglandin J2 in WISH epithelial cells.

  Prostaglandins, leukotrienes, and essential fatty acids 20040901

• S. aureus-dependent microglial activation is selectively attenuated by the cyclopentenone prostaglandin 15-deoxy-Delta12,14- prostaglandin J2 (15d-PGJ2).

  Journal of neurochemistry 20040901

• 15-deoxy-Delta12,14-prostaglandin J2 inhibits IFN-inducible protein 10/CXC chemokine ligand 10 expression in human microglia: mechanisms and implications.

  Journal of immunology (Baltimore, Md. : 1950) 20040901

• Inhibition of activator protein 1 activation, vascular endothelial growth factor, and cyclooxygenase-2 expression by 15-deoxy-Delta12,14-prostaglandin J2 in colon carcinoma cells: evidence for a redox-sensitive peroxisome proliferator-activated receptor-gamma-independent mechanism.

  Cancer research 20040801

• Targeting of epidermal growth factor receptor by cyclopentenone prostaglandin 15-Deoxy-Delta12,14-prostaglandin J2 in human oral squamous carcinoma cells.

  Cancer letters 20040728

• Effect of prostaglandins on the regulation of tumor growth.

  Current medicinal chemistry. Anti-cancer agents 20040701

• Carijenone, a novel class of bicyclic prostanoid from the eastern Pacific octocoral Carijoa multiflora.

  Organic letters 20040624

• Allenes and transition metals: a diverging approach to heterocycles.

  Organic letters 20040624

• Inhibition of herpesvirus-induced HIV-1 replication by cyclopentenone prostaglandins: role of IkappaB kinase (IKK).

  AIDS (London, England) 20040618

• Reactions of some cyclopentenones with selected cysteine derivatives and biological activities of the product thioethers.

  Bioorganic & medicinal chemistry 20040615

• 15-deoxy-Delta12,14-prostaglandin J2 inhibits glucocorticoid binding and signaling in macrophages through a peroxisome proliferator-activated receptor gamma-independent process.

  Journal of immunology (Baltimore, Md. : 1950) 20040615

• Palladium-catalyzed ring expansion reaction of (Z)-1-(1,3-butadienyl)cyclobutanols with aryl iodides. stereospecific synthesis of (Z)-2-(3-aryl-1-propenyl)cyclopentanones.

  Organic letters 20040610

• Antifungal cyclopentenediones from Piper coruscans.

  Journal of the American Chemical Society 20040609

• Theoretical study of the vinyl allene oxide to cyclopent-2-en-1-one rearrangement: mechanism, torquoselectivity and solvent effects.

  The Journal of organic chemistry 20040528

• Enantioselective total synthesis of (+)-brefeldin A and 7-epi-brefeldin A.

  The Journal of organic chemistry 20040528

• 15-deoxy-delta 12,14-prostaglandin J2 induces heme oxygenase-1 gene expression in a reactive oxygen species-dependent manner in human lymphocytes.

  The Journal of biological chemistry 20040521

• Phosphine catalyzed alpha-arylation of enones and enals using hypervalent bismuth reagents: regiospecific enolate arylation via nucleophilic catalysis.

  Journal of the American Chemical Society 20040505

• Synthesis of fluorinated cyclopentenyladenine as potent inhibitor of S-adenosylhomocysteine hydrolase.

  Bioorganic & medicinal chemistry letters 20040503

• Structure-activity studies for a novel series of tricyclic dihydropyridopyrazolones and dihydropyridoisoxazolones as K(ATP) channel openers.

  Bioorganic & medicinal chemistry 20040415

• Asymmetric synthesis of the carbocyclic nucleoside building block (R)-(+)-4-aminocyclopentenone using delta-amino beta-ketophosphonates and ring-closing metathesis (RCM).

  Organic letters 20040415

• Punaglandins, chlorinated prostaglandins, function as potent Michael receptors to inhibit ubiquitin isopeptidase activity.

  Journal of medicinal chemistry 20040408

• The biphasic effects of cyclopentenone prostaglandins, prostaglandin J(2) and 15-deoxy-Delta(12,14)-prostaglandin J(2) on proliferation and apoptosis in rat basophilic leukemia (RBL-2H3) cells.

  Biochemical pharmacology 20040401

• New cytotoxic metabolites from a marine sponge Homaxinella sp.

  Journal of natural products 20040401

• Hygrophorones A-G: fungicidal cyclopentenones from Hygrophorus species (Basidiomycetes).

  Phytochemistry 20040401

• Diastereoselective aldol reaction of N,N-dibenzyl-alpha-amino aldehydes with ketones catalyzed by proline.

  Organic letters 20040318

• Cellular mechanisms of redox cell signalling: role of cysteine modification in controlling antioxidant defences in response to electrophilic lipid oxidation products.

  The Biochemical journal 20040301

• Stress protein activation by the cyclopentenone prostaglandin 15-deoxy-delta12,14-prostaglandin J2 in human mesangial cells.

  Kidney international 20040301

• Role of peroxisome proliferator-activated receptor-gamma in the protection afforded by 15-deoxydelta12,14 prostaglandin J2 against the multiple organ failure caused by endotoxin.

  Critical care medicine 20040301

• The cyclopentenone prostaglandin 15-deoxy-Delta(12,14)-prostaglandin J2 ameliorates ischemic acute renal failure.

  Cardiovascular research 20040215

• 15d-PGJ2 inhibits oxidized LDL-induced macrophage proliferation by inhibition of GM-CSF production via inactivation of NF-kappaB.

  Biochemical and biophysical research communications 20040213

• In vitro and in vivo evaluation of novel antitumor prodrugs of 5-fluoro-2'-deoxyuridine activated by hypoxic irradiation.

  International journal of radiation oncology, biology, physics 20040201

• The first total synthesis of 15-deoxy-Delta12,14-prostaglandin J2 and the unambiguous assignment of the C14 stereochemistry.

  Organic letters 20040122

• The cyclopentenone product of lipid peroxidation, 15-A2t-isoprostane, is efficiently metabolized by HepG2 cells via conjugation with glutathione.

  Chemical research in toxicology 20040101

• Cyclopentenone prostaglandins induce endothelial cell apoptosis independent of the peroxisome proliferator-activated receptor-gamma.

  European journal of immunology 20040101

• Molecular basis for the direct inhibition of AP-1 DNA binding by 15-deoxy-Delta 12,14-prostaglandin J2.

  The Journal of biological chemistry 20031219

• An endogenous electrophile that modulates the regulatory mechanism of protein turnover: inhibitory effects of 15-deoxy-Delta 12,14-prostaglandin J2 on proteasome.

  Biochemistry 20031202

• Oxidized low-density lipoprotein and 15-deoxy-delta 12,14-PGJ2 increase mitochondrial complex I activity in endothelial cells.

  American journal of physiology. Heart and circulatory physiology 20031201

• Unexpected sensitivity of synthetic Renilla luciferase control vectors to treatment with a cyclopentenone prostaglandin.

  BioTechniques 20031201

• Cyclopentenone prostaglandins induce lymphocyte apoptosis by activating the mitochondrial apoptosis pathway independent of external death receptor signaling.

  Journal of immunology (Baltimore, Md. : 1950) 20031115

• Practical synthesis of D- and l-2-cyclopentenone and their utility for the synthesis of carbocyclic antiviral nucleosides against orthopox viruses (smallpox, monkeypox, and cowpox virus).

  The Journal of organic chemistry 20031114

• 15-Deoxy-Delta(12,14)-prostaglandin J2 induces apoptosis through activation of the CHOP gene in HeLa cells.

  Biochemical and biophysical research communications 20031107

• Isomerization-cyclization approach to the synthesis of 2-hydroxy-5-alkylidene-cyclopent-2-enones.

  Organic letters 20031030

• Sieboldine A, a novel tetracyclic alkaloid from Lycopodium sieboldii, inhibiting acetylcholinesterase.

  Organic letters 20031016

• One-electron reduction characteristics of N(3)-substituted 5-fluorodeoxyuridines synthesized as radiation-activated prodrugs.

  Bioorganic & medicinal chemistry 20031015

• Peroxisome proliferator-activated receptor gamma (PPARgamma) ligands as bifunctional regulators of cell proliferation.

  Biochemical pharmacology 20031015

• 2-Cyclopenten-1-one and prostaglandin J2 reduce restenosis after balloon angioplasty in rats: role of NF-kappaB.

  FEBS letters 20031009

• Molecular interactions in 3-carboxy-2-diphenylphosphinoylcyclopentanone.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20031001

• Rosiglitazone and 15-deoxy-Delta12,14-prostaglandin J2, ligands of the peroxisome proliferator-activated receptor-gamma (PPAR-gamma), reduce ischaemia/reperfusion injury of the gut.

  British journal of pharmacology 20030901

• New method for synthesizing the intermediates to 5-HETE from yeast-mediated reduction products by employing Baeyer-Villiger oxidation with complete retention of enantiomeric excess.

  Bioscience, biotechnology, and biochemistry 20030901

• The PPAR-gamma ligand 15-deoxy(delta12,14) prostaglandin J2 reduces the liver injury in endotoxic shock.

  European journal of pharmacology 20030829

• Sulfonated microporous organic-inorganic hybrids as strong Bronsted acids.

  Journal of the American Chemical Society 20030827

• A --> J prostaglandin swap: a new tactic for cyclopentenone prostaglandin synthesis.

  The Journal of organic chemistry 20030822

• Highly potent 1,4-benzothiazine derivatives as K(ATP)-channel openers.

  Journal of medicinal chemistry 20030814

• Stereocontrol in the EtAlCl(2)-induced cyclization of chiral gamma,delta-unsaturated methyl ketones to form cyclopentanones.

  The Journal of organic chemistry 20030808

• A novel and efficient total synthesis of cephalotaxine.

  Organic letters 20030807

• Jasmonates and related oxylipins in plant responses to pathogenesis and herbivory.

  Current opinion in plant biology 20030801

• Identification of steroid sulfate transport processes in the human mammary gland.

  The Journal of clinical endocrinology and metabolism 20030801

• Structural requirements of cyclopentenone prostaglandins to induce endothelial cell apoptosis.

  Biochemical and biophysical research communications 20030725

• First total synthesis of JS isoprostane.

  The Journal of organic chemistry 20030725

• Thioredoxin as a molecular target of cyclopentenone prostaglandins.

  The Journal of biological chemistry 20030711

• Parallel kinetic resolution of 4-alkynals catalyzed by Rh(I)/Tol-BINAP: synthesis of enantioenriched cyclobutanones and cyclopentenones.

  Journal of the American Chemical Society 20030709

• Anti-inflammatory activity of 15-deoxy-delta12,14-PGJ2 and 2-cyclopenten-1-one: role of the heat shock response.

  Molecular pharmacology 20030701

• Two new cyclopentenone derivatives and a new cyclooctadienone derivative from Erigeron annuus (L.) PERS., Erigeron philadelphicus L., and Erigeron sumatrensis RETZ.

  Chemical & pharmaceutical bulletin 20030701

• Antiviral activity of CTC-8 against herpes simplex virus (HSV-1) in cell culture: evidence for a selective antiviral effect via a cellular mechanism.

  Antiviral chemistry & chemotherapy 20030701

• Chemical synthesis and cytotoxicity of dihydroxylated cyclopentenone analogues of neocarzinostatin chromophore.

  Bioorganic & medicinal chemistry letters 20030616

• Activation of nuclear receptors by prostaglandins.

  Thrombosis research 20030615

• The application of polymer-bound carbonylcobalt(0) species in linker chemistry and catalysis.

  Organic & biomolecular chemistry 20030607

• Structural properties of cyclopentanone-bridged bis-macrocyclic ligand dicopper(II) complexes in the solid and in solution: a successful test of the MM-EPR method.

  Inorganic chemistry 20030602

• Suppression of endothelial adhesion molecule up-regulation with cyclopentenone prostaglandins is dissociated from IkappaB-alpha kinase inhibition and cell death induction.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20030601

• Role of heme oxygenase-1 protein in the neuroprotective effects of cyclopentenone prostaglandin derivatives under oxidative stress.

  The European journal of neuroscience 20030601

• Induction of heme oxygenase-1 expression in murine macrophages is essential for the anti-inflammatory effect of low dose 15-deoxy-Delta 12,14-prostaglandin J2.

  The Journal of biological chemistry 20030523

• Novel acid-catalyzed rearrangement of methanofullerenes bearing an alpha-ylidic ester to cyclopentanofullerenes: a vinyl cyclopropane-type ring expansion.

  The Journal of organic chemistry 20030516

• Multidrug resistance protein (MRP) 1 and MRP3 attenuate cytotoxic and transactivating effects of the cyclopentenone prostaglandin, 15-deoxy-Delta(12,14)prostaglandin J2 in MCF7 breast cancer cells.

  Biochemistry 20030513

• The cyclopentenone-type prostaglandin 15-deoxy-delta 12,14-prostaglandin J2 inhibits CD95 ligand gene expression in T lymphocytes: interference with promoter activation via peroxisome proliferator-activated receptor-gamma-independent mechanisms.

  Journal of immunology (Baltimore, Md. : 1950) 20030501

• Regulation of heme oxygenase expression by cyclopentenone prostaglandins.

  Experimental biology and medicine (Maywood, N.J.) 20030501

• Pd-catalyzed asymmetric allylic alkylation. A short route to the cyclopentyl core of viridenomycin.

  Organic letters 20030501

• Cyclopentenone isoprostanes induced by reactive oxygen species trigger defense gene activation and phytoalexin accumulation in plants.

  The Plant journal : for cell and molecular biology 20030501

• Diminished production of anti-inflammatory mediators during neutrophil apoptosis and macrophage phagocytosis in chronic granulomatous disease (CGD).

  Journal of leukocyte biology 20030501

• Prostaglandins of J series control heme oxygenase expression: potential significance in modulating neuroinflammation.

  Annals of the New York Academy of Sciences 20030501

• The Pauson-Khand reaction: the catalytic age is here!

  Angewandte Chemie (International ed. in English) 20030425

• Palladium-catalyzed carbonylative cyclization of unsaturated aryl iodides and dienyl triflates, iodides, and bromides to indanones and 2-cyclopentenones.

  Journal of the American Chemical Society 20030423

• The formation of bicyclo[n.2.0]alkan-1-ols from the reaction of the lithium enolates of simple ketones and phenyl vinyl sulfoxide.

  Organic & biomolecular chemistry 20030421

• The first example of Nazarov reactions of vinyl cumulenyl ketones.

  Organic letters 20030417

• Synthesis and pharmacology of site specific cocaine abuse treatment agents: 8-substituted isotropane (3-azabicyclo[3.2.1]octane) dopamine uptake inhibitors.

  Journal of medicinal chemistry 20030410

• Intramolecular Pauson-Khand reactions of alpha,beta-unsaturated esters and related electron-deficient olefins.

  The Journal of organic chemistry 20030404

• Trichloroacetylation of some cyclic enamines.

  Chemical & pharmaceutical bulletin 20030401

• Cloning of Baeyer-Villiger monooxygenases from Comamonas, Xanthobacter and Rhodococcus using polymerase chain reaction with highly degenerate primers.

  Environmental microbiology 20030301

• Prostaglandin J2 metabolites inhibit aromatase activity by redox-sensitive mechanisms: potential implications for breast cancer therapy.

  International journal of cancer 20030220

• Group 6 heteroatom- and non-heteroatom-stabilized carbene complexes. beta,beta'- and alpha,beta,beta'-annulation reactions of cyclic enamines.

  Journal of the American Chemical Society 20030219

• Total synthesis of (+)-4,5-deoxyneodolabelline.

  Journal of the American Chemical Society 20030219

• The cyclopentenone prostaglandin 15-deoxy-delta(12,14)- PGJ2 attenuates the development of colon injury caused by dinitrobenzene sulphonic acid in the rat.

  British journal of pharmacology 20030201

• Biosynthesis of 14,15-dehydro-12-oxo-phytodienoic acid and related cyclopentenones via the phytoprostane D(1) pathway.

  Phytochemistry 20030201

• Electrophilic prostaglandins and lipid aldehydes repress redox-sensitive transcription factors p53 and hypoxia-inducible factor by impairing the selenoprotein thioredoxin reductase.

  The Journal of biological chemistry 20030110

• Oxidative stress causes ERK phosphorylation and cell death in cultured retinal pigment epithelium: prevention of cell death by AG126 and 15-deoxy-delta 12, 14-PGJ2.

  BMC ophthalmology 20030101

• Role of peroxisome proliferator-activated receptor gamma and its ligands in the control of immune responses.

  Critical reviews in immunology 20030101

• Synthesis of halogenated 9-(dihydroxycyclopent-4'-enyl) adenines and their inhibitory activities against S-adenosylhomocysteine hydrolase.

  Nucleosides, nucleotides & nucleic acids 20030101

• 15-PGJ2, but not thiazolidinediones, inhibits cell growth, induces apoptosis, and causes downregulation of Stat3 in human oral SCCa cells.

  British journal of cancer 20021202

• Role of structure and pH in cyclization of allene oxide fatty acids: implications for the reaction mechanism.

  Chemistry and physics of lipids 20021201

• Prostaglandin A1 inhibits rotenone-induced apoptosis in SH-SY5Y cells.

  Journal of neurochemistry 20021201

• [Cyclopentenone prostaglandin derivatives as neuroprotective compounds].

  Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme 20021201

• Dual effect of oxidative stress on NF-kappakB activation in HeLa cells.

  Experimental & molecular medicine 20021130

• Identification of a jasmonate-regulated allene oxide synthase that metabolizes 9-hydroperoxides of linoleic and linolenic acids.

  The Journal of biological chemistry 20021129

• Tandem cyclization-cycloaddition behavior of rhodium carbenoids with carbonyl compounds: stereoselective studies on the construction of novel epoxy-bridged tetrahydropyranone frameworks.

  The Journal of organic chemistry 20021115

• 15-Deoxy-delta12,14-prostaglandin J2-induced apoptosis does not require PPARgamma in breast cancer cells.

  Journal of lipid research 20021101

• Contribution of covalent protein modification to the antiinflammatory effects of cyclopentenone prostaglandins.

  Annals of the New York Academy of Sciences 20021101

• TX-1123: an antitumor 2-hydroxyarylidene-4-cyclopentene-1,3-dione as a protein tyrosine kinase inhibitor having low mitochondrial toxicity.

  Bioorganic & medicinal chemistry 20021001

• Synthesis and cytotoxicity of some rigid derivatives of methyl 2,5-dihydroxycinnamate.

  Archives of pharmacal research 20021001

• Formation of highly reactive A-ring and J-ring isoprostane-like compounds (A4/J4-neuroprostanes) in vivo from docosahexaenoic acid.

  The Journal of biological chemistry 20020927

• Human colorectal cancer cells efficiently conjugate the cyclopentenone prostaglandin, prostaglandin J(2), to glutathione.

  Biochimica et biophysica acta 20020905

• Cyclopentenone prostaglandins induce caspase activation and apoptosis in dendritic cells by a PPAR-gamma-independent mechanism: regulation by inflammatory and T cell-derived stimuli.

  Experimental hematology 20020901

• The cyclopentenone product of lipid peroxidation, 15-A(2t)-isoprostane (8-isoprostaglandin A(2)), is efficiently conjugated with glutathione by human and rat glutathione transferase A4-4.

  Chemical research in toxicology 20020901

• 15-deoxy-delta12,14-Prostaglandin J2 inhibits tissue factor expression in human macrophages and endothelial cells: evidence for ERK1/2 signaling pathway blockade.

  Thrombosis and haemostasis 20020901

• Translational regulation of cyclin D1 by 15-deoxy-delta(12,14)-prostaglandin J(2).

  Cell growth & differentiation : the molecular biology journal of the American Association for Cancer Research 20020901

• Asymmetric cyclopentannelation: camphor-derived auxiliary.

  Journal of the American Chemical Society 20020828

• A novel approach to the synthesis of bicyclic lactones via an interrupted Nazarov reaction of gem-divinyl dihydrofurans.

  Organic letters 20020822

• In vitro co-metabolism of ethanol and cyclic ketones.

  Toxicology 20020815

• Development of a new and practical route to chiral 3,4-disubstituted cyclopentanones: asymmetric alkylation and intramolecular cyclopropanation as key C-C bond-forming steps.

  The Journal of organic chemistry 20020809

• TiCl(4)-promoted Baylis-Hillman reactions of substituted 5-isoxazolecarboxaldehydes with cycloalkenones).

  The Journal of organic chemistry 20020809

• Synthesis and anti-tumor activity of novel combretastatins: combretocyclopentenones and related analogues.

  Bioorganic & medicinal chemistry letters 20020805

• Allene oxide synthases and allene oxides.

  Prostaglandins & other lipid mediators 20020801

• Cyclopentenone prostaglandin receptors.

  Prostaglandins & other lipid mediators 20020801

• Synthesis of 2-indanones via [4 + 1] annulation reactions of (trialkylsilyl)arylketenes.

  Organic letters 20020725

• Ligands of the peroxisome proliferator-activated receptors (PPAR-gamma and PPAR-alpha) reduce myocardial infarct size.

  FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20020701

• Enantioselective synthesis of 12-amino alkylidenecyclopentenone prostaglandins.

  The Journal of organic chemistry 20020628

• First total synthesis of A(2) isoprostane.

  The Journal of organic chemistry 20020614

• Effect of adjacent chiral tertiary and quaternary centers on the metal-catalyzed allylic substitution reaction.

  The Journal of organic chemistry 20020531

• Cobalt-phosphite-catalyzed asymmetric Pauson-Khand reaction.

  The Journal of organic chemistry 20020517

• A proinflammatory role for the cyclopentenone prostaglandins at low micromolar concentrations: oxidative stress-induced extracellular signal-regulated kinase activation without NF-kappa B inhibition.

  Journal of immunology (Baltimore, Md. : 1950) 20020515

• Development of an enantioselective synthetic route to neocarzinostatin chromophore and its use for multiple radioisotopic incorporation.

  Journal of the American Chemical Society 20020515

• Peroxisome proliferator-activated receptor gamma agonists inhibit HIV-1 replication in macrophages by transcriptional and post-transcriptional effects.

  The Journal of biological chemistry 20020510

• The cyclopentenone prostaglandin 15-deoxy-Delta(12,14)-prostaglandin J(2) attenuates the development of acute and chronic inflammation.

  Molecular pharmacology 20020501

• Fatty acid-derived signals in plants.

  Trends in plant science 20020501

• Products of the isoprostane pathway: unique bioactive compounds and markers of lipid peroxidation.

  Cellular and molecular life sciences : CMLS 20020501

• Volatile metabolites from actinomycetes.

  Journal of agricultural and food chemistry 20020424

• Cyclopentenone causes cell cycle arrest and represses cyclin D1 promoter activity in MCF-7 breast cancer cells.

  Oncogene 20020328

• Dynamic kinetic resolution via asymmetric conjugate reduction: enantio- and diastereoselective synthesis of 2,4-dialkyl cyclopentanones.

  Journal of the American Chemical Society 20020327

• Epoxyisoprostane and epoxycyclopentenone phospholipids regulate monocyte chemotactic protein-1 and interleukin-8 synthesis. Formation of these oxidized phospholipids in response to interleukin-1beta.

  The Journal of biological chemistry 20020301

• Resonant electron capture mass spectrometry of free fatty acids: examination of ion structures using deuterium-labeled fatty acids and collisional activation.

  Journal of mass spectrometry : JMS 20020301

• An improved catalyst for the asymmetric arylation of ketone enolates.

  Journal of the American Chemical Society 20020220

• Studies on a soft glycopyrrolate analog, SG-1.

  Die Pharmazie 20020201

• A highly enantioselective and general conjugate addition of thiols to cyclic enones with an organic catalyst.

  Angewandte Chemie (International ed. in English) 20020118

• Synthesis and antituberculosis activity of cycloalkylidenehydrazide and 4-aza-1-thiaspiro[4.5]decan-3-one derivatives of imidazo[2,1-b]thiazole.

  Arzneimittel-Forschung 20020101

• The T(1) (3)(pi-pi*)/S(0) intersections and triplet lifetimes of cyclic alpha,beta-enones.

  The Journal of organic chemistry 20011228

• Synthesis of carbocyclic orotidine analogs as potential orotidine decarboxylase inhibitors.

  Nucleosides, nucleotides & nucleic acids 20011201

• A three-component coupling approach to cyclopentanoids.

  The Journal of organic chemistry 20011116

• Role of cyclopentenone prostaglandins in rat carrageenin pleurisy.

  FEBS letters 20011109

• Biphasic effects of 15-deoxy-delta(12,14)-prostaglandin J(2) on glutathione induction and apoptosis in human endothelial cells.

  Arteriosclerosis, thrombosis, and vascular biology 20011101

• Key tricyclic synthetic intermediates for the preparation of the sesquiterpenes alpha- and beta-cedrene.

  Acta crystallographica. Section C, Crystal structure communications 20011101

• Systematic studies on structure and physiological activity of cyclic alpha-keto enamines, a novel class of 'cooling' compounds.

  Journal of agricultural and food chemistry 20011101

• Positive and negative regulation of NF-kappaB by COX-2: roles of different prostaglandins.

  The Journal of biological chemistry 20011019

• 15-deoxy-Delta 12,14-prostaglandin J2 induces apoptosis of human hepatic myofibroblasts. A pathway involving oxidative stress independently of peroxisome-proliferator-activated receptors.

  The Journal of biological chemistry 20011012

• Antiproliferative prostaglandins and the MRP/GS-X pump role in cancer immunosuppression and insight into new strategies in cancer gene therapy.

  Biochemical pharmacology 20011001

• 15-Deoxy-Delta 12,14-prostaglandin J2 inhibition of NF-kappaB-DNA binding through covalent modification of the p50 subunit.

  The Journal of biological chemistry 20010921

• Syntheses of D- and L-cyclopentenone derivatives using ring-closing metathesis: versatile intermediates for the synthesis of D- and L-carbocyclic nucleosides.

  The Journal of organic chemistry 20010921

• The first reported anionic oxy retro-ene reaction.

  Organic letters 20010920

• Determination by enantioselective synthesis of the absolute configuration of CPE, a potential intermediate in coronatine biosynthesis.

  Organic letters 20010920

• Synthesis and absolute stereochemistry of roseophilin.

  Journal of the American Chemical Society 20010905

• Asymmetric total synthesis of ent-(-)-roseophilin: assignment of absolute configuration.

  Journal of the American Chemical Society 20010905

• 1,4-Methano-11a-methyl-4,4a,11,11a-tetrahydro-1H-benzo[b]fluoren-11-one.

  Acta crystallographica. Section C, Crystal structure communications 20010901

• Multifunctionalized alpha,beta-cyclopentenones from C-2 and C-4-ulopyranosyl compounds: a stereospecific rearrangement initiated by base.

  Carbohydrate research 20010830

• Activation of peroxisome proliferator-activated receptor gamma suppresses nuclear factor kappa B-mediated apoptosis induced by Helicobacter pylori in gastric epithelial cells.

  The Journal of biological chemistry 20010817

• The contribution of NF-kappa B activity to spontaneous proliferation and resistance to apoptosis in human T-cell leukemia virus type 1 Tax-induced tumors.

  Blood 20010815

• Cyclopentenone prostaglandins of the J series inhibit the ubiquitin isopeptidase activity of the proteasome pathway.

  The Journal of biological chemistry 20010810

• Activation of I kappa b kinase by herpes simplex virus type 1. A novel target for anti-herpetic therapy.

  The Journal of biological chemistry 20010803

• Cyclopentenone prostaglandins inhibit cytokine-induced nf-kappab activation and chemokine production by human mesangial cells.

  Journal of the American Society of Nephrology : JASN 20010801

• The influence of glutathione and cysteine levels on the cytotoxicity of helenanolide type sesquiterpene lactones against KB cells.

  Bioorganic & medicinal chemistry 20010801

• New bioactive cyclopentenone derivatives as inhibitors of the IL-6 dependent signal transduction.

  The Journal of antibiotics 20010801

• Regioselective nucleophilic additions to cross-conjugated dienone system bearing beta-fluorine: a versatile approach to highly substituted 2-cyclopentenones.

  Organic letters 20010726

• Simultaneous discrimination of diastereotopic groups and faces: the first example in intramolecular [3+2] and [2+2+1] cycloaddition reactions.

  The Journal of organic chemistry 20010601

• Explaining photodermatosis: cyclopentenone vs. alpha-methylene-gamma-lactone natural products.

  Fitoterapia 20010601

• Roles of prostaglandins and leukotrienes in acute inflammation caused by bacterial infection.

  Current opinion in infectious diseases 20010601

• X-ray structure of 12-oxophytodienoate reductase 1 provides structural insight into substrate binding and specificity within the family of OYE.

  Structure (London, England : 1993) 20010509

• Cyclopentenone prostaglandins: new insights on biological activities and cellular targets.

  Medicinal research reviews 20010501

• Stimulation of CFU-f formation by prostaglandin E2 is mediated in part by its degradation product, prostaglandin A2.

  Prostaglandins & other lipid mediators 20010501

• One-pot synthesis of enantiomerically enriched 2,3-disubstituted cyclopentanones via copper-catalyzed 1,4-reduction and alkylation.

  Organic letters 20010419

• Cyclopentenone prostaglandins as potential inducers of intracellular oxidative stress.

  The Journal of biological chemistry 20010413

• The cyclopentone prostaglandin 15-deoxy-Delta(12,14) prostaglandin J2 represses nitric oxide, TNF-alpha, and IL-12 production by microglial cells.

  Journal of neuroimmunology 20010402

• Neurotrophic actions of novel compounds designed from cyclopentenone prostaglandins.

  Journal of neurochemistry 20010401

• Differential effects of 15-deoxy-delta(12,14)-prostaglandin J2 and a peroxisome proliferator-activated receptor gamma agonist on macrophage activation.

  Journal of leukocyte biology 20010401

• An experimental and computational study of 1,2-hydrogen migrations in 2-hydroxycyclopentylidene and its conjugate base.

  The Journal of organic chemistry 20010309

• The formation of 2-hydroxy-4-hydroxymethyl-3-(indol-3-yl)-cyclopent-2-enone derivatives from ascorbigens.

  Carbohydrate research 20010227

• Density functional studies on the Pauson--Khand reaction.

  Journal of the American Chemical Society 20010227

• Synthesis using ring closure metathesis and effect on nucleoside transport of a (N)-methanocarba S-(4-nitrobenzyl)thioinosine derivative.

  Organic letters 20010222

• A cyclopentenone prostaglandin activates mesangial MAP kinase independently of PPARgamma.

  Biochemical and biophysical research communications 20010216

• Potential adverse effects of cyclooxygenase-2 inhibition: evidence from animal models of inflammation.

  BioDrugs : clinical immunotherapeutics, biopharmaceuticals and gene therapy 20010101

• Parallel synthesis and biocatalytic amplification of a cross-conjugated cyclopentenone library.

  Journal of combinatorial chemistry 20010101

• Heat shock proteins: novel therapeutic tools for HIV-infection?

  Expert opinion on biological therapy 20010101

• Inhibition of Mayaro virus replication by prostaglandin A(1) in Vero cells.

  Intervirology 20010101