Benzimidazole- and benzothiazole-quinones: excellent substrates for NAD(P)H:quinone oxidoreductase 1

Org Biomol Chem. 2007 Nov 21;5(22):3665-73. doi: 10.1039/b713044a. Epub 2007 Oct 8.

Abstract

A series of benzimidazole- and benzothiazole-quinones has been synthesized. The ability of these heterocyclic quinones to act as substrates for recombinant human NAD(P)H:quinone oxidoreductase (NQO1), a two-electron reductase upregulated in tumour cells, was determined. Overall, the quinones were excellent substrates for NQO1.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzimidazoles / chemical synthesis
  • Benzimidazoles / chemistry
  • Benzimidazoles / metabolism*
  • Benzothiazoles / chemical synthesis
  • Benzothiazoles / chemistry
  • Benzothiazoles / metabolism*
  • Humans
  • Kinetics
  • NAD(P)H Dehydrogenase (Quinone) / metabolism*
  • Quinones / chemical synthesis
  • Quinones / chemistry
  • Quinones / metabolism*
  • Recombinant Proteins / metabolism
  • Substrate Specificity

Substances

  • Benzimidazoles
  • Benzothiazoles
  • Quinones
  • Recombinant Proteins
  • benzimidazole
  • NAD(P)H Dehydrogenase (Quinone)
  • NQO1 protein, human
  • benzothiazole