Abstract
A series of heterocyclic quinones based on benzofuran, benzothiophene, indazole and benzisoxazole has been synthesized, and evaluated for their ability to function as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumor cells. Overall, the quinones are excellent substrates for NQO1, approaching the reduction rates observed for menadione.
Copyright © 2013 Elsevier Ltd. All rights reserved.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry*
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Benzofurans / chemical synthesis*
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Benzofurans / chemistry
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Cell Line, Tumor
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Enzyme Assays
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Humans
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Indazoles / chemical synthesis*
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Indazoles / chemistry
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NAD(P)H Dehydrogenase (Quinone) / antagonists & inhibitors*
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NAD(P)H Dehydrogenase (Quinone) / chemistry
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Oxazoles / chemical synthesis*
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Oxazoles / chemistry
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Oxidation-Reduction
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Quinones / chemical synthesis
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Quinones / chemistry*
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Thiophenes / chemical synthesis*
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Thiophenes / chemistry
Substances
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Antineoplastic Agents
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Benzofurans
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Indazoles
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Oxazoles
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Quinones
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Thiophenes
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NAD(P)H Dehydrogenase (Quinone)
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NQO1 protein, human