Amino acid adducts of PAH o-quinones: Model studies with naphthalene-1,2-dione

Gopishetty R. Sridhar, Varanasi S. Murty, Seon Hwa Lee, Ian A. Blair, Trevor M. Penning

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Polycyclic aromatic hydrocarbons (PAHs) are environmental pollutants which may cause cancer and require metabolic activation to exert their carcinogenic effects. As a step toward identifying the spectrum of PAH o-quinone-amino acid adducts that may form in biological systems, several naphthalene-1,2-dione-amino acid adducts were synthesized. Each adduct was formed as a 1,4-Michael addition product and spectral data corroborate that these adducts were either o-quinones or catechols. PAH o-quinone adducts can be used as standards to identify their presence in vitro and in vivo.

Original languageEnglish
Pages (from-to)407-412
Number of pages6
JournalTetrahedron
Volume57
Issue number2
DOIs
Publication statusPublished - 2001 Jan 7
Externally publishedYes

Keywords

  • Aldo-keto reductase
  • Amino acids
  • Naphthalene-1,2-dione
  • Polycyclic aromatic hydrocarbons

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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