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Synthesis and biological evaluation of (S)-4-aminoquinazoline alcohols
Authors:Murat Cakici  Mustafa Catir  Semistan Karabuga  Hamdullah Kilic  Sabri Ulukanli  Medine Gulluce  Furkan Orhan
Affiliation:1. Faculty of Sciences, Department of Chemistry, Ataturk University, 25240 Erzurum, Turkey;2. Faculty of Arts and Sciences, Department of Chemistry, Erzincan University, 24100 Erzincan, Turkey;3. Faculty of Science and Letters, Department of Chemistry, Kilis 7 Aralik University, 79100 Kilis, Turkey;4. Faculty of Science and Letters, Department of Chemistry, Korkut Ata University, 80100 Osmaniye, Turkey;5. Faculty of Sciences, Department of Biology, Ataturk University, 25240 Erzurum, Turkey
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 coli WP2uvrA tester strains at 0.01, 0.1, and 1 μg/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 μg/plate dose.
Keywords:
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