Benzofuran-, benzothiophene-, indazole-and benzisoxazole-quinones: Excellent substrates for NAD (P) H: quinone oxidoreductase 1

JJ Newsome, M Hassani, E Swann, JM Bibby…

Index: Newsome, Jeffery J.; Hassani, Mary; Swann, Elizabeth; Bibby, Jane M.; Beall, Howard D.; Moody, Christopher J. Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 11 p. 2999 - 3009

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Citation Number: 5

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.