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).
Copyright © 2011 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, N.I.H., Extramural
MeSH terms
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / pharmacology
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Antineoplastic Agents / therapeutic use
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Aromatase / chemistry
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Aromatase / metabolism
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Binding Sites
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Catalytic Domain
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Chemoprevention
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Computer Simulation
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Enzyme Activation / drug effects
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Humans
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NAD(P)H Dehydrogenase (Quinone) / antagonists & inhibitors
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NAD(P)H Dehydrogenase (Quinone) / metabolism
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NF-kappa B / antagonists & inhibitors
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NF-kappa B / metabolism
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Neoplasms / drug therapy
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Neoplasms / prevention & control*
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Resveratrol
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Stilbenes / chemistry*
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Structure-Activity Relationship
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Thiadiazoles / chemistry*
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Thiadiazoles / pharmacology
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Thiadiazoles / therapeutic use
Substances
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Antineoplastic Agents
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NF-kappa B
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Stilbenes
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Thiadiazoles
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Aromatase
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NAD(P)H Dehydrogenase (Quinone)
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NQO1 protein, human
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Resveratrol