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Reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone derivatives and the properties of the obtained products
Authors:Rita Vaickelionien?  Vytautas Mickevi?ius  Gema Mikulskien?  Maryna Stasevych  Olena Komarovska-Porokhnyavets  Volodymyr Novikov
Institution:(1) Department of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl. 19, 50254 Kaunas, Lithuania;(2) Department of Bioorganic Compounds Chemistry, Vilnius University Institute of Biochemistry, Mokslininku st. 12, 08662 Vilnius, Lithuania;(3) Department of Technology of Biologically Active Substances, Pharmacy and Biotechnology, National University “Lviv Polytechnic”, S. Bandery street 12, Lviv, Ukraine;
Abstract:N′-(4-Oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides and N′-(3-methyl-4-oxo-1,4-dihydronaphthalen-1-ylidene)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides were synthesized by reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone or 2-methyl-1,4-naphthoquinone. The alkylated analogues of the above products were obtained using ethyl iodide. The interaction of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 2,3-dichloro-1,4-naphthoquinone was followed by formation of N′-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-1-phenyl-5-oxopyrrolidine-3-carbohydrazides. All these compounds were characterized using 1H, 13C NMR, IR and mass spectra. Some of the new compounds were tested for the antimicrobial and antifungal activity.
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