Abstract
The biological activity of alcohol and epoxide groups containing bicyclic skeletal structures was investigated in terms of antibiotic and toxic effects at cellular level. The present protocol, which utilizes readily available starting materials and mild reaction conditions, provides an attractive approach to a series of functionalized bicyclic alcohol and epoxide derivatives with promising biological applications. In this protocol, while some of the bicyclic compounds were synthesized as in the literature, the other bicyclic compounds were synthesized by new synthetic methods. The antibiotic and toxic properties of the synthesized bicyclic compounds were investigated, and some of their biological activities were tested in prokaryotic and eukaryotic systems. (rac)-Dimethyl 3,8-dioxatricyclo[3.2.1.02,4]oct-6-ene-6,7-dicarboxylate, one of the synthesized molecules that showed antibiotic activity, was tested in two different living systems (prokaryotic and eukaryotic) in terms of biological and toxic effects at cellular level using a peripheral lymphocyte culture assay. Mitotic index for this compound was calculated in lymphocyte cultures.
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Acknowledgments
The authors are indebted to Prof. Dr Metin Balci for his help during this work and Mersin University [BAP-FEF KB (NŞK) 2010-3 A and BAP-FBE KA (ÖY) 2010-5 YL] for their financial support to this work.
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Yilmaz, Ö., Şimşek Kuş, N., Küce, P. et al. Simple and convenient preparation of some bicyclic alcohols and epoxide derivatives: promising antibiotic activities of (rac)-dimethyl 3,8-dioxatricyclo[3.2.1.02,4]oct-6-ene-6,7-dicarboxylate. Med Chem Res 24, 2709–2716 (2015). https://doi.org/10.1007/s00044-015-1324-x
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DOI: https://doi.org/10.1007/s00044-015-1324-x