Reactions of 5-oxo-1-phenylpyrrolidine-3-carbohydrazides with 1,4-naphthoquinone derivatives and the properties of the obtained products |
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Authors: | Rita Vaickelionien? Vytautas Mickevi?ius Gema Mikulskien? Maryna Stasevych Olena Komarovska-Porokhnyavets Volodymyr Novikov |
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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; |
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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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