Design, synthesis, biological and structural evaluation of functionalized resveratrol analogues as inhibitors of quinone reductase 2

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 19, 2013, Pages 6022-6037

  St John, Sarah E ^a   Jensen, Katherine C ^b   Kang, Soosung ^a,e   Chen, Yafang ^b   Calamini, Barbara ^c,f   Mesecar, Andrew D ^a,b,d   Lipton, Mark A ^a,d  

^a PURDUE UNIVERSITY   (United States)

^b PURDUE UNIVERSITY   (United States)

^c UNIVERSITY OF ILLINOIS AT CHICAGO   (United States)

^d Purdue University   (United States)

^e NORTHWESTERN UNIVERSITY   (United States)

^f DUKE UNIVERSITY MEDICAL CENTER   (United States)

Author keywords

Inhibitors; Library; Organic synthesis; Quinone reductase 2; Resveratrol; X ray crystallography

Indexed keywords

2 (3,5 DIMETHOXYPHENYL) 1 (4 METHOXYPHENYL)ETHANIMINE; 3 (3,5 DIHYDROXYPHENYL) 2 (4 HYDROXYPHENYL)ACRYLALDEHYDE; 3 (3,5 DIHYDROXYPHENYL) 2 (4 HYDROXYPHENYL)ACRYLAMIDE; 3 (3,5 DIHYDROXYPHENYL) 2 (4 HYDROXYPHENYL)ACRYLONITRILE; 3 (3,5 DIISOPROPOXYPHENYL) 2 (4 HYDROXYPHENYL)ACRYLONITRILE; 3 (3,5 DIISOPROPOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLALDEHYDE; 3 (3,5 DIISOPROPOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLONITRILE; 3 (3,5 DIISOPROPOXYPHENYL) 2 (4 METHOXYPHENYL)PROP 2 EN 1 OL; 3 (3,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLALDEHYDE; 3 (3,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLAMIDE; 3 (3,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLONITRILE; 3 (3,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)PROP 2 EN 1 OL; 3 (3,5 DIMETHOXYPHENYL) 2 (4 METHOXYPHENYL)PROPAN 1 AMINE; 3,5 DIHYDROXY N (4 HYDROXYPHENYL) N METHYLBENZAMIDE; 5 [3 HYDROXY 2 (4 HYDROXYPHENYL)PROP 1 EN 1 YL]BENZENE 1,3 DIOL; METHYL 3 (2 CHLORO 3,5 DIHYDROXYPHENYL) 2 (4 HYDROXYPHENYL)ACRYLATE; METHYL 3 (2 CHLORO 3,5 DIISOPROPOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLATE; METHYL 3 (3,5 DIISOPROPOXYPHENYL) 2 (4 METHOXYPHENYL)ACRYLATE; METHYL[2 (3,5 DIMETHOXYPHENYL) 1 (4 METHOXYPHENYL)VINYL]CARBAMATE; N (3,5 DIHYDROXYPHENYL) 4 HYDROXY N METHYLBENZAMIDE; N (3,5 DIHYDROXYPHENYL) 4 HYDROXYBENZAMIDE; N (4 HYDROXYPHENYL) 3,5 DIMETHOXYBENZAMIDE; N [4 (DIMETHYLAMINO)PHENYL] 3,5 DIMETHOXYBENZAMIDE; N [4 (DIMETHYLAMINO)PHENYL] 4 HYDROXYBENZAMIDE; QUINONE REDUCTASE 2; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); RESVERATROL; RESVERATROL DERIVATIVE; STILBENE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ARTICLE; CONTROLLED STUDY; CRYSTAL STRUCTURE; DRUG DESIGN; DRUG SYNTHESIS; ENZYME INHIBITION; IC 50;

INHIBITORS; LIBRARY; ORGANIC SYNTHESIS; QUINONE REDUCTASE 2; RESVERATROL; X-RAY CRYSTALLOGRAPHY;

ANILIDES; CATALYTIC DOMAIN; CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; ENZYME ACTIVATION; ENZYME INHIBITORS; HUMANS; INHIBITORY CONCENTRATION 50; MOLECULAR STRUCTURE; QUINONE REDUCTASES; SMALL MOLECULE LIBRARIES; STILBENES;

EID: 84883448992     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.07.037     Document Type: Article

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