Synthesis and biological evaluation of (S)-4-aminoquinazoline alcohols

ÇAKICI M., Catir M., Karabuga S., KILIÇ H., Ulukanli S., GÜLLÜCE M., ...More

TETRAHEDRON-ASYMMETRY, vol.21, no.16, pp.2027-2031, 2010 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 21 Issue: 16
  • Publication Date: 2010
  • Doi Number: 10.1016/j.tetasy.2010.05.040
  • Journal Name: TETRAHEDRON-ASYMMETRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2027-2031
  • Ataturk University Affiliated: Yes

Abstract

A simple synthetic method for the preparation of enantiomerically pure (S)-4-aminoquinazoline alcohols from (S)-quinazolinone alcohols by key steps including chlorination, nucleophilic ipso substitution, and deacetylation is presented. Mutagenic and antimutagenic properties of the (S)-4-aminoquinazoline alcohols were investigated by using Salmonella typhimurium TA1535, and Escherichia colt WP2uvrA tester strains at 0.01, 0.1, and 1 mu g/plate concentrations. (S)-4-aminoquinazoline alcohols were found to be genotoxically safe at the tested concentrations. Among the tested (S)-4-aminoquinazoline alcohols, the best antimutagenic activity was obtained with a methyl derivative at 0.1 mu g/plate dose. (C) 2010 Elsevier Ltd. All rights reserved.