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A study on the genotoxic activities of some new benzoxazoles

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Abstract

The Bacillus subtilis rec assay has been specially developed to detect DNA-damaging potential in chemicals, with the rationale based on the relative difference of survival of a DNA repair combination proficient strains and its deficient strain, which is interpreted as genotoxicity. The genotoxic activities of newly (1–6) and previously (7–18) synthesized various benzoxazoles and benzimidazoles were analyzed via the B. subtilis rec assay. Newly obtained benzoxazole and benzimidazole derivatives (1–6) were synthesized in the presence of polyphosphoric acid (PPA) and 6 N HCl, respectively to detect their DNA-damaging activities. Among the tested compounds, 6-methyl-2-(o-chlorophenyl)benzoxazole (9), 5-amino-2-(p-methylbenzyl)benzoxazole (4), 5-(p-fluorobenzamido)-2-phenylbenzoxazole (13), and 2-(p-methylaminophenyl)benzoxazole (18) showed genotoxic activities having Rec50 values of 1.85, 1.74, 1.60, and 1.50 or S-probit values of 0.534, 0.482, 0.460, and 0.357, respectively. On the other hand, 2-(p-bromobenzyl)-5-methylbenzimidazole (6) and 2-benzyl-5-(p-fluorophenylacetamido)-benzoxazole (15) were exhibited a reverse effect that displayed a bacterial growth in the rec - strains while there was no any bacterial growth in rec + strains at the same concentration.

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Acknowledgments

This study was supported by the Hacettepe University Research Fund (Grant 01.02.601.006), Ankara University Research Fund (Grant 2005-0803049), and TUBITAK (Grant TBAG-2088, 101T127).

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Authors and Affiliations

  1. Molecular Biology Department, Faculty of Science, Hacettepe University, Beytepe, 06532, Ankara, Turkey

    Emine Oksuzoglu, Hatice Eroglu, Gulseren Sen & Nuran Diril

  2. Pharmaceutical Chemistry Department, Faculty of Pharmacy, Ankara University, Tandogan, TR-06100, Ankara, Turkey

    Ozlem Temiz-Arpaci, Betul Tekiner-Gulbas, Sabiha Alper, Ilkay Yildiz, Esin Aki-Sener & Ismail Yalcin

Authors
  1. Emine Oksuzoglu
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  2. Ozlem Temiz-Arpaci
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  3. Betul Tekiner-Gulbas
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  4. Hatice Eroglu
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  5. Gulseren Sen
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  6. Sabiha Alper
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  7. Ilkay Yildiz
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  9. Esin Aki-Sener
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  10. Ismail Yalcin
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Correspondence to Ilkay Yildiz.

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Oksuzoglu, E., Temiz-Arpaci, O., Tekiner-Gulbas, B. et al. A study on the genotoxic activities of some new benzoxazoles. Med Chem Res 16, 1–14 (2008). https://doi.org/10.1007/s00044-007-9005-z

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  • DOI: https://doi.org/10.1007/s00044-007-9005-z

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