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design, synthesis, structure elucidation and in vitro antiviral and antimicrobial evaluation
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نویسنده
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pachuta-stec anna ,rajtar barbara ,biernasiuk anna ,karczmarzyk zbigniew ,świątek łukasz ,malm anna ,wysocki waldemar ,stepaniuk katarzyna ,polz-dacewicz małgorzata ,pitucha monika
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منبع
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journal of the iranian chemical society - 2018 - دوره : 15 - شماره : 4 - صفحه:839 -853
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چکیده
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In this study, we described the synthesis of the derivatives of thiosemicarbazide, dicarboximide, 1,2,4-triazole-5-thione and 4-oxo-1,3-thiazolidine. two different dicarboxylic acid anhydrides reacted with 4-substituted-3-thiosemicarbazide, and derivatives of thiosemicarbazide and dicarboximide were obtained. next, cyclization reaction of dicarboximide derivatives in alkaline media was used to prepare 1,2,4-triazole-5-thione. the 4-oxo-1,3-thiazolidine was synthesized by the reaction of dicarboximide with ethyl bromoacetate. all obtained derivatives were analysed by 1h and 13c nmr spectra, and for one compound, the x-ray crystallography was done. antimicrobial, antiviral and in vitro evaluations of cytotoxicity were examined. according to the preliminary antiviral screening, compounds 3 and 4 presented the antiviral activity against hsv-1 and cvb3. additionally, compound 3 shows selective in vitro toxic effect against human epithelial cells fadu, without affecting normal animal cell line (vero). the same derivatives 3 and 4 also displayed a wide spectrum of antimicrobial activity against reference microorganisms and indicated both antibacterial and antifungal potential activities.
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کلیدواژه
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thiosemicarbazide derivatives ,dicarboximide derivatives ,4-triazole derivatives ,4-oxo-1 ,3-thiazolidine derivatives ,antimicrobial activity ,antiviral activity
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آدرس
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medical university of lublin, faculty of pharmacy, department of organic chemistry, poland, medical university of lublin, i faculty of medicine with dentistry division, department of virology, poland, medical university, faculty of pharmacy, department of pharmaceutical microbiology with laboratory for microbiological diagnostics, poland, siedlce university of natural sciences and humanities, department of chemistry, poland, medical university of lublin, i faculty of medicine with dentistry division, department of virology, poland, medical university, faculty of pharmacy, department of pharmaceutical microbiology with laboratory for microbiological diagnostics, poland, siedlce university of natural sciences and humanities, department of chemistry, poland, siedlce university of natural sciences and humanities, department of chemistry, poland, medical university of lublin, i faculty of medicine with dentistry division, department of virology, poland, medical university of lublin, faculty of pharmacy, department of organic chemistry, poland
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Authors
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