%0 Journal Article
%T Synthesis of Some Oxadiazole Derivatives as New Anticandidal Agents
%A Zafer Asim Kaplancikli
%J Molecules
%D 2011
%I MDPI AG
%R 10.3390/molecules16097662
%X In this study, 5-[(pyrimidin-2-ylthio)methyl]-1,3,4-oxadiazole-2(3H)-thione (3) was synthesized via the ring closure reaction of 2-(pyrimidin-2-ylthio)acetohydrazide (2) with carbon disulphide. New oxadiazole derivatives 4a-f were obtained by the nucleophilic substitution reaction of compound 3 with various phenacyl bromides. The chemical structures of the compounds were elucidated by IR, 1H-NMR, 13C-NMR and FAB+-MS spectral data and elemental analyses. The newly synthesized derivatives 4a-f were tested in vitro by using a microbroth dilution method against C. albicans (clinical isolate, Osmangazi University, Faculty of Medicine, Eski£żehir, Turkey), C. albicans (ATCC 90028), C. glabrata (clinical isolate, Osmangazi University, Faculty of Medicine, Eski£żehir, Turkey), C. tropicalis (NRRL Y-12968), C. krusei (NRRL Y-7179), C. parapsilosis (NRRL Y- 12696), C. albicans (NRRL Y-12983), C. glabrata (clinical isolate, Anadolu University, Faculty of Science, Department of Biology, Eski£żehir, Turkey). Among these compounds, compound 4a was found to be the most potent derivative (MIC = 0.007¨C0.06 versus ketoconazole: 0.001¨C0.007 mg/mL) against Candida species, except C. tropicalis and C. krusei when compared with the standard antifungal ketoconazole.
%K oxadiazole
%K pyrimidine
%K anticandidal activity
%U http://www.mdpi.com/1420-3049/16/9/7662