CYCLOPENTANONE (BioDeep_00000413316)
Main id: BioDeep_00000004447
PANOMIX_OTCML-2023
代谢物信息卡片
CYCLOPENTANONE
化学式: C5H8O (84.0575118)
中文名称: 环戊酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1CCC(=O)C1
InChI: InChI=1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:16486
- KEGG: C00557
- PubChem: 8452
- ChEMBL: CHEMBL18620
- CAS: 120-92-3
- MoNA: EMBL-MCF_spec142954
- PubChem: 3837
- PDB-CCD: MFW
- 3DMET: B00131
- NIKKAJI: J5.333C
- RefMet: Cyclopentanone
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
4 个相关的物种来源信息
- 13443 Coffea arabica: 10.1021/JF60160A010
- 103349 Vitis rotundifolia: 10.1111/J.1365-2621.1984.TB13669.X
- 13443 Coffea arabica: 10.1021/JF60160A010
- 103349 Vitis rotundifolia: 10.1111/J.1365-2621.1984.TB13669.X
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Xiaohuan Yuan, Hongzhi Li, He Bai, Xiaojin Zhao, Chunlei Zhang, Haifeng Liu, Yufei Zhang, Binghai Zhao, Yan Wu, Jieting Liu, Qi Xiang, Biao Feng, Yanhui Chu, Yadong Huang. The 11β-hydroxysteroid dehydrogenase type 1 inhibitor protects against the insulin resistance and hepatic steatosis in db/db mice.
European journal of pharmacology.
2016 Oct; 788(?):140-151. doi:
10.1016/j.ejphar.2016.05.034. [PMID: 27242185] - J Shiva Kumar, S Umesha, K Shiva Prasad, P Niranjana. Detection of Quorum Sensing Molecules and Biofilm Formation in Ralstonia solanacearum.
Current microbiology.
2016 Mar; 72(3):297-305. doi:
10.1007/s00284-015-0953-0. [PMID: 26620535] - Alexander Otto, Andrea Porzel, Jürgen Schmidt, Ludger Wessjohann, Norbert Arnold. A study on the biosynthesis of hygrophorone B(12) in the mushroom Hygrophorus abieticola reveals an unexpected labelling pattern in the cyclopentenone moiety.
Phytochemistry.
2015 Oct; 118(?):174-80. doi:
10.1016/j.phytochem.2015.08.018. [PMID: 26342622] - Piotr Neumann, Florian Brodhun, Kristin Sauer, Cornelia Herrfurth, Mats Hamberg, Jens Brinkmann, Julia Scholz, Achim Dickmanns, Ivo Feussner, Ralf Ficner. Crystal structures of Physcomitrella patens AOC1 and AOC2: insights into the enzyme mechanism and differences in substrate specificity.
Plant physiology.
2012 Nov; 160(3):1251-66. doi:
10.1104/pp.112.205138. [PMID: 22987885] - Emanuela Esposito, Barbara Rinaldi, Emanuela Mazzon, Maria Donniacuo, Daniela Impellizzeri, Irene Paterniti, Annalisa Capuano, Placido Bramanti, Salvatore Cuzzocrea. Anti-inflammatory effect of simvastatin in an experimental model of spinal cord trauma: involvement of PPAR-α.
Journal of neuroinflammation.
2012 Apr; 9(?):81. doi:
10.1186/1742-2094-9-81. [PMID: 22537532] - Ashlee Higdon, Anne R Diers, Joo Yeun Oh, Aimee Landar, Victor M Darley-Usmar. Cell signalling by reactive lipid species: new concepts and molecular mechanisms.
The Biochemical journal.
2012 Mar; 442(3):453-64. doi:
10.1042/bj20111752. [PMID: 22364280] - Jonathan Bertin, Corinne Barat, Sylvie Méthot, Michel J Tremblay. Interactions between prostaglandins, leukotrienes and HIV-1: possible implications for the central nervous system.
Retrovirology.
2012 Jan; 9(?):4. doi:
10.1186/1742-4690-9-4. [PMID: 22236409] - Ralf Schröder, Luzheng Xue, Viktoria Konya, Lene Martini, Nora Kampitsch, Jennifer L Whistler, Trond Ulven, Akos Heinemann, Roy Pettipher, Evi Kostenis. PGH1, the precursor for the anti-inflammatory prostaglandins of the 1-series, is a potent activator of the pro-inflammatory receptor CRTH2/DP2.
PloS one.
2012; 7(3):e33329. doi:
10.1371/journal.pone.0033329. [PMID: 22442685] - B S Geetha, Mangalam S Nair, P G Latha, P Remani. Sesquiterpene lactones isolated from Elephantopus scaber L. inhibits human lymphocyte proliferation and the growth of tumour cell lines and induces apoptosis in vitro.
Journal of biomedicine & biotechnology.
2012; 2012(?):721285. doi:
10.1155/2012/721285. [PMID: 22500104] - Anuja Dave, Ian A Graham. Oxylipin Signaling: A Distinct Role for the Jasmonic Acid Precursor cis-(+)-12-Oxo-Phytodienoic Acid (cis-OPDA).
Frontiers in plant science.
2012; 3(?):42. doi:
10.3389/fpls.2012.00042. [PMID: 22645585] - Boris Betz, Reinhard Schneider, Tobias Kress, Martin Alexander Schick, Christoph Wanner, Christoph Sauvant. Rosiglitazone affects nitric oxide synthases and improves renal outcome in a rat model of severe ischemia/reperfusion injury.
PPAR research.
2012; 2012(?):219319. doi:
10.1155/2012/219319. [PMID: 22448163] - Abraham J K Koo, Gregg A Howe. Catabolism and deactivation of the lipid-derived hormone jasmonoyl-isoleucine.
Frontiers in plant science.
2012; 3(?):19. doi:
10.3389/fpls.2012.00019. [PMID: 22639640] - Tamotsu Tsukahara. The Role of PPARγ in the Transcriptional Control by Agonists and Antagonists.
PPAR research.
2012; 2012(?):362361. doi:
10.1155/2012/362361. [PMID: 22693486] - Jurgen Engelberth, Claudia Fabiola Contreras, Sriram Viswanathan. Transcriptional analysis of distant signaling induced by insect elicitors and mechanical wounding in Zea mays.
PloS one.
2012; 7(4):e34855. doi:
10.1371/journal.pone.0034855. [PMID: 22511969] - Éderson Akio Kido, José Ribamar Costa Ferreira Neto, Roberta Lane de Oliveira Silva, Valesca Pandolfi, Ana Carolina Ribeiro Guimarães, Daniela Truffi Veiga, Sabrina Moutinho Chabregas, Sérgio Crovella, Ana Maria Benko-Iseppon. New insights in the sugarcane transcriptome responding to drought stress as revealed by superSAGE.
TheScientificWorldJournal.
2012; 2012(?):821062. doi:
10.1100/2012/821062. [PMID: 22629208] - Yi Zhou, Jonathan Behrendt, Andrew J Sutherland, Gareth Griffiths. Synthetic molecular mimics of naturally occurring cyclopentenones exhibit antifungal activity towards pathogenic fungi.
Microbiology (Reading, England).
2011 Dec; 157(Pt 12):3435-3445. doi:
10.1099/mic.0.052233-0. [PMID: 21921102] - Young-Joon Surh, Hye-Kyung Na, Jong-Min Park, Ha-Na Lee, Wonki Kim, In-Soo Yoon, Dae-Duk Kim. 15-Deoxy-Δ¹²,¹⁴-prostaglandin J₂, an electrophilic lipid mediator of anti-inflammatory and pro-resolving signaling.
Biochemical pharmacology.
2011 Nov; 82(10):1335-51. doi:
10.1016/j.bcp.2011.07.100. [PMID: 21843512] - Erik Alexandersson, John Vw Becker, Dan Jacobson, Eric Nguema-Ona, Cobus Steyn, Katherine J Denby, Melané A Vivier. Constitutive expression of a grapevine polygalacturonase-inhibiting protein affects gene expression and cell wall properties in uninfected tobacco.
BMC research notes.
2011 Nov; 4(?):493. doi:
10.1186/1756-0500-4-493. [PMID: 22078230] - Alexander N Grechkin, Natalia V Lantsova, Yana Y Toporkova, Svetlana S Gorina, Faina K Mukhitova, Boulat I Khairutdinov. Novel allene oxide synthase products formed via Favorskii-type rearrangement: mechanistic implications for 12-oxo-10,15-phytodienoic acid biosynthesis.
Chembiochem : a European journal of chemical biology.
2011 Nov; 12(16):2511-7. doi:
10.1002/cbic.201100346. [PMID: 21928439] - Beatriz Garzón, Clara L Oeste, Beatriz Díez-Dacal, Dolores Pérez-Sala. Proteomic studies on protein modification by cyclopentenone prostaglandins: expanding our view on electrophile actions.
Journal of proteomics.
2011 Oct; 74(11):2243-63. doi:
10.1016/j.jprot.2011.03.028. [PMID: 21459170] - Undurti N Das, N Madhavi. Effect of polyunsaturated fatty acids on drug-sensitive and resistant tumor cells in vitro.
Lipids in health and disease.
2011 Sep; 10(?):159. doi:
10.1186/1476-511x-10-159. [PMID: 21917129] - Martin Schäfer, Christine Fischer, Stefan Meldau, Eileen Seebald, Ralf Oelmüller, Ian T Baldwin. Lipase activity in insect oral secretions mediates defense responses in Arabidopsis.
Plant physiology.
2011 Jul; 156(3):1520-34. doi:
10.1104/pp.111.173567. [PMID: 21546453] - Yuxia Zhao, Weijia Wang, Feipeng Wu, Yang Zhou, Naiyan Huang, Ying Gu, Qianli Zou, Wei Yang. Polyethylene glycol-functionalized benzylidene cyclopentanone dyes for two-photon excited photodynamic therapy.
Organic & biomolecular chemistry.
2011 Jun; 9(11):4168-75. doi:
10.1039/c0ob01278e. [PMID: 21494721] - Tibor G Kovacs, Pierre H Martel, Brian I O'Connor, Joanne L Parrott, Mark E McMaster, Glen J Van Der Kraak, Deborah L MacLatchy, Michael R van den Heuvel, L Mark Hewitt. Kraft mill effluent survey: progress toward best management practices for reducing effects on fish reproduction.
Environmental toxicology and chemistry.
2011 Jun; 30(6):1421-9. doi:
10.1002/etc.526. [PMID: 21425320] - Celia Diezel, Danny Kessler, Ian T Baldwin. Pithy protection: Nicotiana attenuata's jasmonic acid-mediated defenses are required to resist stem-boring weevil larvae.
Plant physiology.
2011 Apr; 155(4):1936-46. doi:
10.1104/pp.110.170936. [PMID: 21300916] - Alinanuswe S Mwakaboko, Binne Zwanenburg. Strigolactone analogs derived from ketones using a working model for germination stimulants as a blueprint.
Plant & cell physiology.
2011 Apr; 52(4):699-715. doi:
10.1093/pcp/pcr031. [PMID: 21421570] - Shi-Hong Luo, Lin-Hong Weng, Ming-Jin Xie, Xiao-Nian Li, Juan Hua, Xu Zhao, Sheng-Hong Li. Defensive sesterterpenoids with unusual antipodal cyclopentenones from the leaves of Leucosceptrum canum.
Organic letters.
2011 Apr; 13(7):1864-7. doi:
10.1021/ol200380v. [PMID: 21391556] - Yasuhiro Yamamoto, Kenkichi Takase, Junji Kishino, Megumi Fujita, Noboru Okamura, Toshiyuki Sakaeda, Masafumi Fujimoto, Tatsurou Yagami. Proteomic identification of protein targets for 15-deoxy-Δ(12,14)-prostaglandin J2 in neuronal plasma membrane.
PloS one.
2011 Mar; 6(3):e17552. doi:
10.1371/journal.pone.0017552. [PMID: 21445266] - You-Hai Xu, Li Jia, Brian Quinn, Matthew Zamzow, Keith Stringer, Bruce Aronow, Ying Sun, Wujuan Zhang, Kenneth D R Setchell, Gregory A Grabowski. Global gene expression profile progression in Gaucher disease mouse models.
BMC genomics.
2011 Jan; 12(?):20. doi:
10.1186/1471-2164-12-20. [PMID: 21223590] - Clara L Oeste, Beatriz Díez-Dacal, Francesca Bray, Mario García de Lacoba, Beatriz G de la Torre, David Andreu, Antonio J Ruiz-Sánchez, Ezequiel Pérez-Inestrosa, Carlota A García-Domínguez, José M Rojas, Dolores Pérez-Sala. The C-terminus of H-Ras as a target for the covalent binding of reactive compounds modulating Ras-dependent pathways.
PloS one.
2011 Jan; 6(1):e15866. doi:
10.1371/journal.pone.0015866. [PMID: 21253588] - Helen Vosper. Extended release niacin-laropiprant in patients with hypercholesterolemia or mixed dyslipidemias improves clinical parameters.
Clinical Medicine Insights. Cardiology.
2011; 5(?):85-101. doi:
10.4137/cmc.s7601. [PMID: 22084607] - Klarissa D Hardy, Brian E Cox, Ginger L Milne, Huiyong Yin, L Jackson Roberts. Nonenzymatic free radical-catalyzed generation of 15-deoxy-Δ(12,14)-prostaglandin J₂-like compounds (deoxy-J₂-isoprostanes) in vivo.
Journal of lipid research.
2011 Jan; 52(1):113-24. doi:
10.1194/jlr.m010264. [PMID: 20944061] - Ciara Kelly, Caroline Jefferies, Sally-Ann Cryan. Targeted liposomal drug delivery to monocytes and macrophages.
Journal of drug delivery.
2011; 2011(?):727241. doi:
10.1155/2011/727241. [PMID: 21512579] - Amina Ibrahim, Anna-Lena Schütz, Jean-Marie Galano, Cornelia Herrfurth, Kirstin Feussner, Thierry Durand, Florian Brodhun, Ivo Feussner. The Alphabet of Galactolipids in Arabidopsis thaliana.
Frontiers in plant science.
2011; 2(?):95. doi:
10.3389/fpls.2011.00095. [PMID: 22639619] - Pierre H Martel, Tibor G Kovacs, Brian I O'connor, Sharon Semeniuk, L Mark Hewitt, Deborah L Maclatchy, Mark E McMaster, Joanne L Parrott, Michael R van den Heuvel, Glen J Van Der Kraak. Effluent monitoring at a bleached kraft mill: directions for best management practices for eliminating effects on fish reproduction.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2011; 46(8):833-43. doi:
10.1080/10934529.2011.579850. [PMID: 21644165] - Ai Hua Zhang, Nan Jiang, Wen Gu, Jing Ma, Yu Rong Wang, Yong Chun Song, Ren Xiang Tan. Characterization, synthesis and self-aggregation of (-)-alternarlactam: a new fungal cytotoxin with cyclopentenone and isoquinolinone scaffolds.
Chemistry (Weinheim an der Bergstrasse, Germany).
2010 Dec; 16(48):14479-85. doi:
10.1002/chem.201002205. [PMID: 21038331] - Kohei Tsukada, Kosaku Takahashi, Kensuke Nabeta. Biosynthesis of jasmonic acid in a plant pathogenic fungus, Lasiodiplodia theobromae.
Phytochemistry.
2010 Dec; 71(17-18):2019-23. doi:
10.1016/j.phytochem.2010.09.013. [PMID: 20952041] - Mansoor Ali Syed, M Joo, Zulfiqar Abbas, D Rodger, J W Christman, D Mehta, R T Sadikot. Expression of TREM-1 is inhibited by PGD2 and PGJ2 in macrophages.
Experimental cell research.
2010 Nov; 316(19):3140-9. doi:
10.1016/j.yexcr.2010.08.009. [PMID: 20797396] - Dennis J Templeton, Myo-Sabai Aye, Joshua Rady, Fang Xu, Janet V Cross. Purification of reversibly oxidized proteins (PROP) reveals a redox switch controlling p38 MAP kinase activity.
PloS one.
2010 Nov; 5(11):e15012. doi:
10.1371/journal.pone.0015012. [PMID: 21085594] - Michael Stumpe, Cornelia Göbel, Bernd Faltin, Anna K Beike, Bettina Hause, Kiyoshi Himmelsbach, Julia Bode, Robert Kramell, Claus Wasternack, Wolfgang Frank, Ralf Reski, Ivo Feussner. The moss Physcomitrella patens contains cyclopentenones but no jasmonates: mutations in allene oxide cyclase lead to reduced fertility and altered sporophyte morphology.
The New phytologist.
2010 Nov; 188(3):740-9. doi:
10.1111/j.1469-8137.2010.03406.x. [PMID: 20704658] - Anandamoy Rudra, R Manasa Deepa, Miltu Kumar Ghosh, Subhajit Ghosh, Biswajit Mukherjee. Doxorubicin-loaded phosphatidylethanolamine-conjugated nanoliposomes: in vitro characterization and their accumulation in liver, kidneys, and lungs in rats.
International journal of nanomedicine.
2010 Oct; 5(?):811-23. doi:
10.2147/ijn.s13031. [PMID: 21042545] - Beatriz G Pérez-Nievas, Borja García-Bueno, José L M Madrigal, Juan C Leza. Chronic immobilisation stress ameliorates clinical score and neuroinflammation in a MOG-induced EAE in Dark Agouti rats: mechanisms implicated.
Journal of neuroinflammation.
2010 Oct; 7(?):60. doi:
10.1186/1742-2094-7-60. [PMID: 20929574] - Eugene Ceppa, Fiore Cattaruzza, Victoria Lyo, Silvia Amadesi, Juan-Carlos Pelayo, Daniel P Poole, Natalya Vaksman, Wolfgang Liedtke, David M Cohen, Eileen F Grady, Nigel W Bunnett, Kimberly S Kirkwood. Transient receptor potential ion channels V4 and A1 contribute to pancreatitis pain in mice.
American journal of physiology. Gastrointestinal and liver physiology.
2010 Sep; 299(3):G556-71. doi:
10.1152/ajpgi.00433.2009. [PMID: 20539005] - Aaron T Jacobs, Lawrence J Marnett. Systems analysis of protein modification and cellular responses induced by electrophile stress.
Accounts of chemical research.
2010 May; 43(5):673-83. doi:
10.1021/ar900286y. [PMID: 20218676] - Ana González-Périz, Joan Clària. Resolution of adipose tissue inflammation.
TheScientificWorldJournal.
2010 May; 10(?):832-56. doi:
10.1100/tsw.2010.77. [PMID: 20454765] - Dean E Riechers, Klaus Kreuz, Qin Zhang. Detoxification without intoxication: herbicide safeners activate plant defense gene expression.
Plant physiology.
2010 May; 153(1):3-13. doi:
10.1104/pp.110.153601. [PMID: 20237021] - Claus Wasternack, Daoxin Xie. The genuine ligand of a jasmonic acid receptor: improved analysis of jasmonates is now required.
Plant signaling & behavior.
2010 Apr; 5(4):337-40. doi:
10.4161/psb.5.4.11574. [PMID: 20404483] - Hai-Xin Zhang, Kunikazu Tanji, Hidemi Yoshida, Makoto Hayakari, Takahiro Shibata, Fumiaki Mori, Koji Uchida, Koichi Wakabayashi. Alteration of biochemical and pathological properties of TDP-43 protein by a lipid mediator, 15-deoxy-Delta(12,14)-prostaglandin J(2).
Experimental neurology.
2010 Apr; 222(2):296-303. doi:
10.1016/j.expneurol.2010.01.007. [PMID: 20083106] - Farhat L Khanim, Rachel E Hayden, Jane Birtwistle, Alessia Lodi, Stefano Tiziani, Nicholas J Davies, Jon P Ride, Mark R Viant, Ulrich L Gunther, Joanne C Mountford, Heinrich Schrewe, Richard M Green, Jim A Murray, Mark T Drayson, Chris M Bunce. Combined bezafibrate and medroxyprogesterone acetate: potential novel therapy for acute myeloid leukaemia.
PloS one.
2009 Dec; 4(12):e8147. doi:
10.1371/journal.pone.0008147. [PMID: 19997560] - Emilia Kansanen, Annukka M Kivelä, Anna-Liisa Levonen. Regulation of Nrf2-dependent gene expression by 15-deoxy-Delta12,14-prostaglandin J2.
Free radical biology & medicine.
2009 Nov; 47(9):1310-7. doi:
10.1016/j.freeradbiomed.2009.06.030. [PMID: 19573595] - Constanze Breithaupt, Robert Kurzbauer, Florian Schaller, Annick Stintzi, Andreas Schaller, Robert Huber, Peter Macheroux, Tim Clausen. Structural basis of substrate specificity of plant 12-oxophytodienoate reductases.
Journal of molecular biology.
2009 Oct; 392(5):1266-77. doi:
10.1016/j.jmb.2009.07.087. [PMID: 19660473] - Jamal Al-Saghir, Randa Al-Ashi, Ralph Salloum, Najat A Saliba, Rabih S Talhouk, Fadia R Homaidan. Anti-inflammatory properties of Salograviolide A purified from Lebanese plant Centaurea ainetensis.
BMC complementary and alternative medicine.
2009 Sep; 9(?):36. doi:
10.1186/1472-6882-9-36. [PMID: 19775456] - Andreas Schaller, Annick Stintzi. Enzymes in jasmonate biosynthesis - structure, function, regulation.
Phytochemistry.
2009 Sep; 70(13-14):1532-8. doi:
10.1016/j.phytochem.2009.07.032. [PMID: 19703696] - Marijana Radonjic, Jorn R de Haan, Marjan J van Erk, Ko Willems van Dijk, Sjoerd A A van den Berg, Philip J de Groot, Michael Müller, Ben van Ommen. Genome-wide mRNA expression analysis of hepatic adaptation to high-fat diets reveals switch from an inflammatory to steatotic transcriptional program.
PloS one.
2009 Aug; 4(8):e6646. doi:
10.1371/journal.pone.0006646. [PMID: 19680557] - Basilia Zingarelli, Paul W Hake, Michael O'Connor, Timothy J Burroughs, Hector R Wong, Joseph S Solomkin, Alex B Lentsch. Lung injury after hemorrhage is age dependent: role of peroxisome proliferator-activated receptor gamma.
Critical care medicine.
2009 Jun; 37(6):1978-87. doi:
10.1097/ccm.0b013e31819feb4d. [PMID: 19384226] - Kulbhushan Tikoo, Parveen Kumar, Jeena Gupta. Rosiglitazone synergizes anticancer activity of cisplatin and reduces its nephrotoxicity in 7, 12-dimethyl benz{a}anthracene (DMBA) induced breast cancer rats.
BMC cancer.
2009 Apr; 9(?):107. doi:
10.1186/1471-2407-9-107. [PMID: 19356226] - Dong Ryeol Lee, Chae Hwa Kwon, Ji Yeon Park, Yong Keun Kim, Jae Suk Woo. 15-Deoxy-Delta(12,14)-prostaglandin J(2) induces mitochondrial-dependent apoptosis through inhibition of PKA/NF-kappaB in renal proximal epithelial cells.
Toxicology.
2009 Apr; 258(1):17-24. doi:
10.1016/j.tox.2009.01.001. [PMID: 19167456] - A Adameova, Y J Xu, T A Duhamel, P S Tappia, L Shan, N S Dhalla. Anti-atherosclerotic molecules targeting oxidative stress and inflammation.
Current pharmaceutical design.
2009; 15(27):3094-107. doi:
10.2174/138161209789058048. [PMID: 19754384] - Eun-Hee Kim, Young-Joon Surh. The role of 15-deoxy-delta(12,14)-prostaglandin J(2), an endogenous ligand of peroxisome proliferator-activated receptor gamma, in tumor angiogenesis.
Biochemical pharmacology.
2008 Dec; 76(11):1544-53. doi:
10.1016/j.bcp.2008.07.043. [PMID: 18771658] - Giovanna Leoni, Hetal B Patel, André L F Sampaio, Felicity N E Gavins, Joanne F Murray, Paolo Grieco, Stephen J Getting, Mauro Perretti. Inflamed phenotype of the mesenteric microcirculation of melanocortin type 3 receptor-null mice after ischemia-reperfusion.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2008 Dec; 22(12):4228-38. doi:
10.1096/fj.08-113886. [PMID: 18757499] - Katharina Dueckershoff, Stefan Mueller, Martin J Mueller, Joerg Reinders. Impact of cyclopentenone-oxylipins on the proteome of Arabidopsis thaliana.
Biochimica et biophysica acta.
2008 Dec; 1784(12):1975-85. doi:
10.1016/j.bbapap.2008.09.003. [PMID: 18848650] - Stanko Skugor, Kevin Alan Glover, Frank Nilsen, Aleksei Krasnov. Local and systemic gene expression responses of Atlantic salmon (Salmo salar L.) to infection with the salmon louse (Lepeophtheirus salmonis).
BMC genomics.
2008 Oct; 9(?):498. doi:
10.1186/1471-2164-9-498. [PMID: 18945374] - Alexander N Grechkin, Lucia S Mukhtarova, Larisa R Latypova, Yuri Gogolev, Yana Y Toporkova, Mats Hamberg. Tomato CYP74C3 is a multifunctional enzyme not only synthesizing allene oxide but also catalyzing its hydrolysis and cyclization.
Chembiochem : a European journal of chemical biology.
2008 Oct; 9(15):2498-505. doi:
10.1002/cbic.200800331. [PMID: 18780387] - Hideji Itokawa, Qian Shi, Toshiyuki Akiyama, Susan L Morris-Natschke, Kuo-Hsiung Lee. Recent advances in the investigation of curcuminoids.
Chinese medicine.
2008 Sep; 3(?):11. doi:
10.1186/1749-8546-3-11. [PMID: 18798984] - Erik S Musiek, Joshua D Brooks, Myungsoo Joo, Enrico Brunoldi, Alessio Porta, Giuseppe Zanoni, Giovanni Vidari, Timothy S Blackwell, Thomas J Montine, Ginger L Milne, BethAnn McLaughlin, Jason D Morrow. Electrophilic cyclopentenone neuroprostanes are anti-inflammatory mediators formed from the peroxidation of the omega-3 polyunsaturated fatty acid docosahexaenoic acid.
The Journal of biological chemistry.
2008 Jul; 283(29):19927-35. doi:
10.1074/jbc.m803625200. [PMID: 18490445] - Lucila Ludmila Paula Gutierrez, Alexandre Maslinkiewicz, Rui Curi, Paulo Ivo Homem de Bittencourt. Atherosclerosis: a redox-sensitive lipid imbalance suppressible by cyclopentenone prostaglandins.
Biochemical pharmacology.
2008 Jun; 75(12):2245-62. doi:
10.1016/j.bcp.2008.03.002. [PMID: 18440492] - David A Andersson, Clive Gentry, Sian Moss, Stuart Bevan. Transient receptor potential A1 is a sensory receptor for multiple products of oxidative stress.
The Journal of neuroscience : the official journal of the Society for Neuroscience.
2008 Mar; 28(10):2485-94. doi:
10.1523/jneurosci.5369-07.2008. [PMID: 18322093] - Stefan Mueller, Beate Hilbert, Katharina Dueckershoff, Thomas Roitsch, Markus Krischke, Martin J Mueller, Susanne Berger. General detoxification and stress responses are mediated by oxidized lipids through TGA transcription factors in Arabidopsis.
The Plant cell.
2008 Mar; 20(3):768-85. doi:
10.1105/tpc.107.054809. [PMID: 18334669] - Eckhard Hofmann, Stephan Pollmann. Molecular mechanism of enzymatic allene oxide cyclization in plants.
Plant physiology and biochemistry : PPB.
2008 Mar; 46(3):302-8. doi:
10.1016/j.plaphy.2007.12.007. [PMID: 18272375] - Paul D Drew, Jihong Xu, Michael K Racke. PPAR-gamma: Therapeutic Potential for Multiple Sclerosis.
PPAR research.
2008; 2008(?):627463. doi:
10.1155/2008/627463. [PMID: 18604287] - Shinji Kume, Takashi Uzu, Keiji Isshiki, Daisuke Koya. Peroxisome proliferator-activated receptors in diabetic nephropathy.
PPAR research.
2008; 2008(?):879523. doi:
10.1155/2008/879523. [PMID: 19277201] - Alexander N Grechkin, Anna V Ogorodnikova, Oleg I Gnezdilov, Lucia S Mukhtarova. 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.
2007 Dec; 8(18):2275-80. doi:
10.1002/cbic.200700393. [PMID: 17957816] - Woo Jae Kim, Joon Hyun Kim, Sung Key Jang. Anti-inflammatory lipid mediator 15d-PGJ2 inhibits translation through inactivation of eIF4A.
The EMBO journal.
2007 Dec; 26(24):5020-32. doi:
10.1038/sj.emboj.7601920. [PMID: 18034160] - O Haworth, B D Levy. Endogenous lipid mediators in the resolution of airway inflammation.
The European respiratory journal.
2007 Nov; 30(5):980-92. doi:
10.1183/09031936.00005807. [PMID: 17978156] - Carole Lavigne, Alain R Thierry. Specific subcellular localization of siRNAs delivered by lipoplex in MCF-7 breast cancer cells.
Biochimie.
2007 Oct; 89(10):1245-51. doi:
10.1016/j.biochi.2007.05.002. [PMID: 17619075] - Gemma Olmos, Isabel Conde, Isabel Arenas, Luis Del Peso, Carmen Castellanos, Manuel O Landazuri, Javier Lucio-Cazana. Accumulation of hypoxia-inducible factor-1alpha through a novel electrophilic, thiol antioxidant-sensitive mechanism.
Cellular signalling.
2007 Oct; 19(10):2098-105. doi:
10.1016/j.cellsig.2007.06.004. [PMID: 17658243] - Enrico M Brunoldi, Giuseppe Zanoni, Giovanni Vidari, Soumya Sasi, Michael L Freeman, Ginger L Milne, Jason D Morrow. Cyclopentenone prostaglandin, 15-deoxy-Delta12,14-PGJ2, is metabolized by HepG2 cells via conjugation with glutathione.
Chemical research in toxicology.
2007 Oct; 20(10):1528-35. doi:
10.1021/tx700231a. [PMID: 17854155] - Erik S Musiek, Bethann McLaughlin, Jason D Morrow. Electrophilic cyclopentenone isoprostanes in neurodegeneration.
Journal of molecular neuroscience : MN.
2007 Sep; 33(1):80-6. doi:
10.1007/s12031-007-0042-3. [PMID: 17901550] - Natalia V Medvedeva, Lucia S Mukhtarova, Faina K Mukhitova, Alsu A Balandina, Shamil K Latypov, Alexander N Grechkin. Cyclization of natural allene oxide in aprotic solvent: formation of the novel oxylipin methyl cis-12-oxo-10-phytoenoate.
Chemistry and physics of lipids.
2007 Aug; 148(2):91-6. doi:
10.1016/j.chemphyslip.2007.04.010. [PMID: 17553477] - S A Sharifah Sakinah, S Tri Handayani, L P Azimahtol Hawariah. Zerumbone induced apoptosis in liver cancer cells via modulation of Bax/Bcl-2 ratio.
Cancer cell international.
2007 Apr; 7(?):4. doi:
10.1186/1475-2867-7-4. [PMID: 17407577] - Werner I Hagens, Adriana Mattos, Rick Greupink, Alie de Jager-Krikken, Catharina Reker-Smit, Annemiek van Loenen-Weemaes, I Annette S H Gouw, Klaas Poelstra, Leonie Beljaars. Targeting 15d-prostaglandin J2 to hepatic stellate cells: two options evaluated.
Pharmaceutical research.
2007 Mar; 24(3):566-74. doi:
10.1007/s11095-006-9175-2. [PMID: 17245650] - Francisco J Sánchez-Gómez, Javier Gayarre, M Isabel Avellano, Dolores Pérez-Sala. 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.
2007 Jan; 457(2):150-9. doi:
10.1016/j.abb.2006.10.032. [PMID: 17169324] - Shigeharu Ueki, Hikari Kato, Yoshiki Kobayashi, Wataru Ito, Tetsuya Adachi, Hiroyuki Nagase, Ken Ohta, Hiroyuki Kayaba, Junichi Chihara. Anti- and proinflammatory effects of 15-deoxy-delta-prostaglandin J2(15d-PGJ2) on human eosinophil functions.
International archives of allergy and immunology.
2007; 143 Suppl 1(?):15-22. doi:
10.1159/000101399. [PMID: 17541271] - Heather F Lakatos, Thomas H Thatcher, R Matthew Kottmann, Tatiana M Garcia, Richard P Phipps, Patricia J Sime. The Role of PPARs in Lung Fibrosis.
PPAR research.
2007; 2007(?):71323. doi:
10.1155/2007/71323. [PMID: 17710235] - Rosanna Di Paola, Salvatore Cuzzocrea. Peroxisome proliferator-activated receptors and acute lung injury.
PPAR research.
2007; 2007(?):63745. doi:
10.1155/2007/63745. [PMID: 17710233] - Sung Mun Jung, H Ralph Schumacher, Hocheol Kim, Miyeon Kim, Seoung Hoon Lee, Frank Pessler. Reduction of urate crystal-induced inflammation by root extracts from traditional oriental medicinal plants: elevation of prostaglandin D2 levels.
Arthritis research & therapy.
2007; 9(4):R64. doi:
10.1186/ar2222. [PMID: 17612394] - Konstantinos Stamatakis, Dolores Pérez-Sala. Prostanoids with cyclopentenone structure as tools for the characterization of electrophilic lipid-protein interactomes.
Annals of the New York Academy of Sciences.
2006 Dec; 1091(?):548-70. doi:
10.1196/annals.1378.096. [PMID: 17341644] - Maëlle Carraz, Akino Jossang, Jean-François Franetich, Anthony Siau, Liliane Ciceron, Laurent Hannoun, Robert Sauerwein, François Frappier, Philippe Rasoanaivo, Georges Snounou, Dominique Mazier. A plant-derived morphinan as a novel lead compound active against malaria liver stages.
PLoS medicine.
2006 Dec; 3(12):e513. doi:
10.1371/journal.pmed.0030513. [PMID: 17194195] - Javier Gayarre, David Sánchez, Francisco J Sánchez-Gómez, María C Terrón, Oscar Llorca, Dolores Pérez-Sala. Addition of electrophilic lipids to actin alters filament structure.
Biochemical and biophysical research communications.
2006 Nov; 349(4):1387-93. doi:
10.1016/j.bbrc.2006.09.005. [PMID: 16979589] - Michael Stumpe, Cornelia Göbel, Kirill Demchenko, Manuela Hoffmann, Ralf B Klösgen, Katharina Pawlowski, Ivo Feussner. 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.
2006 Sep; 47(6):883-96. doi:
10.1111/j.1365-313x.2006.02843.x. [PMID: 16899083] - Porntep Chomcheon, Nongluksna Sriubolmas, Suthep Wiyakrutta, Nattaya Ngamrojanavanich, Narongsak Chaichit, Chulabhorn Mahidol, Somsak Ruchirawat, Prasat Kittakoop. Cyclopentenones, scaffolds for organic syntheses produced by the endophytic fungus mitosporic dothideomycete sp. LRUB20.
Journal of natural products.
2006 Sep; 69(9):1351-3. doi:
10.1021/np060148h. [PMID: 16989533] - Erik S Musiek, Rebecca S Breeding, Ginger L Milne, Giuseppe Zanoni, Jason D Morrow, Bethann McLaughlin. Cyclopentenone isoprostanes are novel bioactive products of lipid oxidation which enhance neurodegeneration.
Journal of neurochemistry.
2006 Jun; 97(5):1301-13. doi:
10.1111/j.1471-4159.2006.03797.x. [PMID: 16638022] - Oliver Schröder, Yulyana Yudina, Alan Sabirsh, Nadine Zahn, Jesper Z Haeggström, Jürgen Stein. 15-deoxy-Delta12,14-prostaglandin J2 inhibits the expression of microsomal prostaglandin E synthase type 2 in colon cancer cells.
Journal of lipid research.
2006 May; 47(5):1071-80. doi:
10.1194/jlr.m600008-jlr200. [PMID: 16495511] - Aimee Landar, Jaroslaw W Zmijewski, Dale A Dickinson, Claire Le Goffe, Michelle S Johnson, Ginger L Milne, Giuseppe Zanoni, Giovanni Vidari, Jason D Morrow, Victor M Darley-Usmar. 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.
2006 May; 290(5):H1777-87. doi:
10.1152/ajpheart.01087.2005. [PMID: 16387790] - Balázs Hauser, Jochen Kick, Zsolt Iványi, Pierre Asfar, Ulrich Ehrmann, Claus-Martin Muth, Maura Albicini, Ulrich Wachter, Josef Vogt, Michael Bauer, Uwe Bernd Brückner, Peter Radermacher, Hendrik Bracht. Effects of 15-deoxy-Delta12,14-prostaglandin-J2 during hyperdynamic porcine endotoxemia.
Intensive care medicine.
2006 May; 32(5):759-65. doi:
10.1007/s00134-006-0107-8. [PMID: 16534570] - A I Hubich, T A Zheldakova, T V Chernikhova, E V Koroleva, F A Lakhvich, M V Sholukh. Synthetic heteroprostanoids of A- and E-types as novel non-comprehensive inhibitors of adenylyl cyclase in rat hepatocytes.
Biochemical and biophysical research communications.
2006 Mar; 341(2):357-62. doi:
10.1016/j.bbrc.2005.12.196. [PMID: 16427025] - Rakesh Kumar Mahajan, T P S Walia, Sumanjit, T S Lobana. 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.
2006 Mar; 22(3):389-92. doi:
10.2116/analsci.22.389. [PMID: 16733309] - Tilo Lübken, Norbert Arnold, Ludger Wessjohann, Christoph Böttcher, Jürgen Schmidt. Analysis of fungal cyclopentenone derivatives from Hygrophorus spp. by liquid chromatography/electrospray-tandem mass spectrometry.
Journal of mass spectrometry : JMS.
2006 Mar; 41(3):361-71. doi:
10.1002/jms.996. [PMID: 16453280] - Tracy M Wagner, James E Mullally, F A Fitzpatrick. 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.
2006 Feb; 281(5):2598-604. doi:
10.1074/jbc.m509723200. [PMID: 16311241]