PERFORM Publications

Keyword search (4,164 papers available)

Title		Authors	PubMed ID
1	Strengthening community-based fisheries monitoring programs with Indigenous perspectives	Dewan K; Mulrennan ME; Georgekish E;	41332192 CONCORDIA
2	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
3	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
4	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
5	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
6	Four Aromatic Intradiol Ring Cleavage Dioxygenases from Aspergillus niger.	Semana P, Powlowski J	31540981 CHEMISTRY
7	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
8	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
9	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
10	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

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 S, Ye Q, Reddy CN, Cossette C, Gravel S, Zeller M, Slobodchikova I, Vuckovic D, Rokach J, Powell 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 products; 5-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 analysis; Drug metabolism; Eicosanoids; Granulocytes; Inflammation; TBDMSCl (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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