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Synthesis, characterization and investigation of antibacterial and antifungal activities of novel 1,3-butadiene compounds

Gökşin AydınlıEngineering Faculty, Department of Chemistry, Division of Organic Chemistry, Istanbul University-Cerrahpasa, Istanbul, TurkeyYasemin ÖzdamarEngineering Faculty, Department of Chemistry, Division of Organic Chemistry, Istanbul University-Cerrahpasa, Istanbul, TurkeyCigdem SayilEngineering Faculty, Department of Chemistry, Division of Organic Chemistry, Istanbul University-Cerrahpasa, Istanbul, TurkeyNahide Gülşah DenizEngineering Faculty, Department of Chemistry, Division of Organic Chemistry, Istanbul University-Cerrahpasa, Istanbul, TurkeyMaryna StasevychDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Polytechnic National University, Lviv, UkraineViktor ZvarychDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Polytechnic National University, Lviv, UkraineOlena Komarovska‐PorokhnyavetsDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Polytechnic National University, Lviv, UkraineVolodymyr NovikovDepartment of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Lviv Polytechnic National University, Lviv, Ukraine
2020en
ABI

Аннотация

The nitro group–substituted perhalogenobuta-1,3-diene (1) is important synthetic precursor in the synthesis of different heterocycles groups with high biological activity. Firstly, new N,S-substituted-perhalonitro-1,3-butadiene compounds were synthesized by the reactions of various amino or thiol containing nucleophiles with 1. The structures of all new compounds have been identified by using spectroscopic techniques (FT-IR, 1H-NMR, 13C-NMR, MS and microanalysis). Secondly, their antimicrobial properties were tested as potential antibacterial and antifungal agents. Antimicrobial activity of synthesized N,S-substituted perhalonitrobutadienes 4a–j and 5a–d was evaluated against Escherichia coli B-906, Staphylococcus aureus 209-P, and Mycobacterium luteum B-917 bacteria and Candida tenuis VKM Y-70 and Aspergillus niger F-1119 fungi and the compounds 4c, 4d, 5a and 5b with high antifungal action against test-culture Aspergillus niger at MIC values 0.9–1.9 μg/cm3 were identified as the most potent.

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