Keyword search (4,163 papers available)

"gena" Keyword-tagged Publications:

Title Authors PubMed ID
1 Endangered species laws and the inclusion of Indigenous knowledges and sciences in risk assessments Grimm J; Soares BE; Zanjani LV; Ballard M; Chiblow S; Andrade RS; Duncan AT; Fraser DJ; Mandrak NE; Bernos TA; 41684052
BIOLOGY
2 Strengthening community-based fisheries monitoring programs with Indigenous perspectives Dewan K; Mulrennan ME; Georgekish E; 41332192
CONCORDIA
3 Characterization of muscle oxygenation response in well-trained handcyclists Furno Puglia V; Paquette M; Bergdahl A; 38856729
HKAP
4 Cranberry supplementation improves physiological markers of performance in trained runners Parenteau F; Puglia VF; Roberts M; Comtois AS; Bergdahl A; 38297471
HKAP
5 Identification of a Conserved Transcriptional Activator-Repressor Module Controlling the Expression of Genes Involved in Tannic Acid Degradation and Gallic Acid Utilization in Aspergillus niger Arentshorst M; Falco MD; Moisan MC; Reid ID; Spaapen TOM; van Dam J; Demirci E; Powlowski J; Punt PJ; Tsang A; Ram AFJ; 37744122
CSFG
6 Electric Field-Induced Nano-Assembly Formation: First Evidence of Silicon Superclusters with a Giant Permanent Dipole Moment Jardali F; Tran J; Liège F; Florea I; Leulmi ME; Vach H; 37570492
CERMM
7 Characterization of a novel AA3_1 xylooligosaccharide dehydrogenase from Thermothelomyces myriococcoides CBS 398.93 Zhao H; Karppi J; Nguyen TTM; Bellemare A; Tsang A; Master E; Tenkanen M; 36476312
CSFG
8 Metabolism of anti-inflammatory OXE (oxoeicosanoid) receptor antagonists by nonhuman primates Cossette C; Chourey S; Ye Q; Reddy CN; Wang R; Poulet S; Slobodchikova I; Vuckovic D; Rokach J; Powell WS; 35158054
PERFORM
9 Discovery and Expression of Thermostable LPMOs from Thermophilic Fungi for Producing Efficient Lignocellulolytic Enzyme Cocktails. Agrawal D, Basotra N, Balan V, Tsang A, Chadha BS 31792786
CSFG
10 Four Aromatic Intradiol Ring Cleavage Dioxygenases from Aspergillus niger. Semana P, Powlowski J 31540981
CHEMISTRY
11 Malbranchea cinnamomea: A thermophilic fungal source of catalytically efficient lignocellulolytic glycosyl hydrolases and metal dependent enzymes. Mahajan C, Basotra N, Singh S, Di Falco M, Tsang A, Chadha BS 26476165
CSFG
12 A Combinatorial Approach To Study Cytochrome P450 Enzymes for De Novo Production of Steviol Glucosides in Baker's Yeast. Gold ND, Fossati E, Hansen CC, DiFalco M, Douchin V, Martin VJJ 30474973
CSFG
13 In vivo α-hydroxylation of a 2-alkylindole antagonist of the OXE receptor for the eosinophil chemoattractant 5-oxo-6,8,11,14-eicosatetraenoic acid in monkeys. Chourey S, Ye Q, Reddy CN, Cossette C, Gravel S, Zeller M, Slobodchikova I, Vuckovic D, Rokach J, Powell WS 28476332
PERFORM
14 Metabolism and pharmacokinetics of a potent N-acylindole antagonist of the OXE receptor for the eosinophil chemoattractant 5-oxo-6,8,11,14-eicosatetraenoic acid (5-oxo-ETE) in rats and monkeys. Reddy CN, Alhamza H, Chourey S, Ye Q, Gore V, Cossette C, Gravel S, Slobodchikova I, Vuckovic D, Rokach J, Powell WS 29339225
PERFORM
15 Higher levels of cardiovascular fitness are associated with better executive function and prefrontal oxygenation in younger and older women. Dupuy O, Gauthier CJ, Fraser SA, Desjardins-Crèpeau L, Desjardins M, Mekary S, Lesage F, Hoge RD, Pouliot P, Bherer L 25741267
PERFORM

 

Title:In vivo α-hydroxylation of a 2-alkylindole antagonist of the OXE receptor for the eosinophil chemoattractant 5-oxo-6,8,11,14-eicosatetraenoic acid in monkeys.
Authors:Chourey SYe QReddy CNCossette CGravel SZeller MSlobodchikova IVuckovic DRokach JPowell WS
Link:https://www.ncbi.nlm.nih.gov/pubmed/28476332?dopt=Abstract
DOI:10.1016/j.bcp.2017.04.031
Publication:Biochemical pharmacology
Keywords:5-Lipoxygenase products5-chloro-1-methyl-1H-indole-2-carbaldehyde (PubChem CID: 23004695)5-oxo-ETE (PubChem CID: 5283159)5S-HETE (PubChem CID: 5280733)BDMAEE (PubChem CID: 18204)BINOL (PubChem CID: 11762)Chiral analysisDrug metabolismEicosanoidsGranulocytesInflammationTBDMSCl (PubChem CID: 28928)indo-1 AM (PubChem CID: 123918)methyl 5-chloro-3-methyl-5-oxopentanoate (PubChem CID: 10888500)pentyl magnesium bromide (PubChem CID: 121513990)tBuOMe (PubChem CID: 15413)
PMID:28476332 Category:Biochem Pharmacol Date Added:2019-05-31
Dept Affiliation: PERFORM
1 Claude Pepper Institute and Department of Chemistry, Florida Institute of Technology, 150 West University Boulevard, Melbourne, FL 32901-6982, USA.
2 Meakins-Christie Laboratories, Centre for Translational Biology, McGill University Health Centre, 1001 Decarie Blvd, Montreal, QC H4A 3J1, Canada.
3 Department of Chemistry, Purdue University, West Lafayette, IN 47906, USA.
4 Department of Chemistry and Biochemistry and PERFORM Centre, Concordia University, 7141 Sherbrooke St. W., Montréal, QC H4B 1R6, Canada.
5 Meakins-Christie Laboratories, Centre for Translational Biology, McGill University Health Centre, 1001 Decarie Blvd, Montreal, QC H4A 3J1, Canada. Electronic address: william.powell@mcgill.ca.

Description:

In vivo a-hydroxylation of a 2-alkylindole antagonist of the OXE receptor for the eosinophil chemoattractant 5-oxo-6,8,11,14-eicosatetraenoic acid in monkeys.

Biochem Pharmacol. 2017 08 15;138:107-118

Authors: Chourey S, Ye Q, Reddy CN, Cossette C, Gravel S, Zeller M, Slobodchikova I, Vuckovic D, Rokach J, Powell WS

Abstract

We have developed a selective indole antagonist (230) targeting the OXE receptor for the potent eosinophil chemoattractant 5-oxo-ETE (5-oxo-6,8,11,14-eicosatetraenoic acid), that may be useful for the treatment of eosinophilic diseases such as asthma. In previous studies we identified ?2-oxidation of the hexyl side chain of racemic 230 as a major metabolic route in monkeys, but also obtained evidence for another pathway that appeared to involve hydroxylation of the hexyl side chain close to the indole. The present study was designed to investigate the metabolism of the active S-enantiomer of 230 (S230) and to identify the novel hydroxy metabolite and its chirality. Following oral administration, S230 rapidly appeared in the blood along with metabolites formed by a novel and highly stereospecific a-hydroxylation pathway, resulting in the formation of aS-hydroxy-S230. The chirality of a-hydroxy-S230 was determined by the total synthesis of the relevant diastereomers. Of the four possible diastereomers of a-hydroxy-230 only aS-hydroxy-S230 has significant OXE receptor antagonist activity and only this diastereomer was found in significant amounts in blood following oral administration of S230. Other novel metabolites of S230 identified in plasma by LC-MS/MS were aS,?2-dihydroxy-S230 and glucuronides of S230 and ?2-hydroxy-S230. Thus the alkyl side chain of S230, which is essential for its antagonist activity, is also the major target of the metabolic enzymes that terminate its antagonist activity. Modification of this side chain might result in the development of related antagonists with improved metabolic stability and efficacy.

PMID: 28476332 [PubMed - indexed for MEDLINE]





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