Synthesis of novel 1,2,3-thiadizoles and 1,2,3-selenadiazoles as new antimicrobial agents |
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Authors: | Hatice Ba?p?nar Küçük Zeynep Banu Salt Emel Matarac? Kara Aysema Say?k Mehan Ay?e Sergüzel Yusufo?lu |
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Institution: | 1. Department of Chemistry, Organic Chemistry Division, Faculty of Engineering, Istanbul University-Cerrahpasa, Istanbul, Turkey;2. baspinar@istanbul.edu.tr;4. Department of Pharmaceutical Microbiology Faculty of Pharmacy, Istanbul University, Istanbul, Turkey |
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Abstract: | AbstractA series of novel 1,2,3-thiadiazoles and 1,2,3-selenadiazoles having a long alkyl chain were synthesized by reacting semicarbazones with SOCl2 and SeO2, respectively. The structures of the target compounds 5–12 were confirmed by spectroscopy (IR, 1H NMR, 13C NMR, and MS) and elemental analysis. Their antibacterial and antifungal activities were evaluated against six bacteria (Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Enterococcus faecalis, Staphylococcus epidermidis, Staphylococcus aureus) and three fungi (Candida albicans, Candida parapsilosis, Candida tropicalis). The results of bioassays indicated that the compounds 5-Dodecyl-4-(4-methoxy-phenyl)-1-3]selenadiazole (7), 4-Methyl-5-tetradecyl-1-3]selenadiazole (8) and 5-Dodecyl-4-(4-methoxy-phenyl)-1-3]thiadiazole (11) displayed moderate antibacterial activity against S. Epidermidis. On the other hand, according to antifungal screening results, compounds 5-Dodecyl-4-phenyl-1-3]selenadiazole (5), 4-p-Tolyl-5-undecyl-1-3]selenadiazole (6), and 5-Dodecyl-4-(4-methoxy-phenyl)-1-3]selenadiazole (7) exhibited significant antifungal activities studied yeast strains. |
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Keywords: | 1 2 3-Thiadiazole 1 2 3-selenadiazole antibacterial activity antifungal activity |
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