title: Optimizing thiadiazole analogues of resveratrol versus three chemopreventive targets.
abstract: Chemoprevention is an approach to decrease cancer morbidity and mortality through inhibition of carcinogenesis and prevention of disease progression. Although the trans stilbene derivative resveratrol has chemopreventive properties, its action is compromised by weak non-specific effects on many biological targets. Replacement of the stilbene ethylenic bridge of resveratrol with a 1,2,4-thiadiazole heterocycle and modification of the substituents on the two aromatic rings afforded potential chemopreventive agents with enhanced potencies and selectivities when evaluated as inhibitors of aromatase and NF-κB and inducers of quinone reductase 1 (QR1).
authors: Department of Medicinal Chemistry and Molecular Pharmacology, College of Pharmacy and the Purdue Center for Cancer Research, Purdue University, West Lafayette, IN 47907, USA.
authors: Abdelrahman S
authors: AS
authors: Mayhoub
authors: Laura
authors: L
authors: Marler
authors: Tamara P
authors: TP
authors: Kondratyuk
authors: Eun-Jung
authors: EJ
authors: Park
authors: John M
authors: JM
authors: Pezzuto
authors: Mark
authors: M
authors: Cushman
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D001141:Aromatase / Q000737:chemistry / Q000378:metabolism; D001665:Binding Sites; D020134:Catalytic Domain; D018890:Chemoprevention; D003198:Computer Simulation; D004789:Enzyme Activation / Q000187:drug effects; D006801:Humans; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000037:antagonists & inhibitors / Q000378:metabolism; D016328:NF-kappa B / Q000037:antagonists & inhibitors / Q000378:metabolism; D009369:Neoplasms / Q000188:drug therapy / Q000517:prevention & control*; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry*; D013329:Structure-Activity Relationship; D013830:Thiadiazoles / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use
chemical_list: D000970:Antineoplastic Agents; D016328:NF-kappa B; D013267:Stilbenes; D013830:Thiadiazoles; D001141:Aromatase; D016660:NAD(P)H Dehydrogenase (Quinone); C447479:NQO1 protein, human; D000077185:Resveratrol