Synthesis and Investigation of Mutagenic and Genotoxic Effects of Some 2-hydroxy-1,4- Naphthoquinone Derivatives by Ames and Comet Assay
Recep Liman *
Department of Molecular Biology and Genetics, Faculty of Arts and Science, Usak University, 64300-Uşak, Turkey.
Ibrahim Hakkı Ciğerci
Department of Molecular Biology and Genetics, Faculty of Arts and Science, Afyon Kocatepe University, 03200-Afyonkarahisar, Turkey.
Oğuzhan Alagöz
Department of Chemical Engineering, Faculty of Engineering, Afyon Kocatepe University, 03200-Afyonkarahisar, Turkey.
*Author to whom correspondence should be addressed.
Abstract
In this study, mutagenic and genotoxic effects of novel 2-hydroxy-1,4-naphthoquinone (1) derivatives, 2-phenyl-2-(2-thiophenyl)-2,3-dihydronaphtho[2,3-b]furan-4,9-dione (3) and 2-hydroxy-3-[(E and Z)-2-phenyl-2-(2-thiophenyl)ethenyl]naphthalene-1,4-dione (4) were investigated by using bacterial reverse mutation assay in Salmonella typhimurium TA98 and TA100 strains with or without metabolic activation system (S9 mix) and comet assay in haploid Saccharomyces cerevisiae BY4741 (MATa his3Δ1 leu2Δ0 met15Δ0 ura3Δ0), respectively. Derivatives, 3 and 4 were dissolved in dimethyl sulfoxide (DMSO) for all test systems. Five non-cytotoxic concentrations of the derivatives were tested in two parallel independent experiments in Ames test. Ames test did not show mutagenicity of test compounds. Two different concentrations (50 µg/m L and 100 µg/mL) of 3 and 4 were applied to S. cerevisiae cells. It was found that test materials did not show genotoxic effect. While all of the 4 and 100 mM of concentration 3 showed protective effect, all of the 1 and 50 mM of 3 did not show a protective effect against the DNA damage generated by H2O2.
Keywords: Naphthoquinone, ames, comet, yeast, genotoxicity