Синтез і біологічна дія тіосемікарбазонів та (1,3-тіазол-2-іл)-гідразонів [(1-арил- 5-формілімідазол-4-іл)тіо]оцтових кислот

• Datum: 2013
• Hauptverfasser: Chornous, V. O., Palamar, A. O., Grozav, A. M., Yaremiy, I. M., Vovk, M. V.
• Format: Artikel
• Sprache: Ukrainian
• Veröffentlicht: National University of Pharmacy 2013
• Schlagworte: [(1-арил-5-формілімідазол-4-іл)тіо]оцтові кислоти; тіосемікарбазони; (1; 3-тіазол-2-іл)гідразони; монохлорооцтова кислота; малеїновий ангідрид; тіотриазолін; антиоксидантна та антимікробна дія; УДК 547.799 615.244 615.281
• Online Zugang: https://ophcj.nuph.edu.ua/article/view/ophcj.13.774
• Назва журналу: Journal of Organic and Pharmaceutical Chemistry

This research focuses on the synthesis of thiosemicarbazones [(1-aryl-5-formylimidazol-4-yl)thio]acetic acids and the study of some of their chemical transformations and biological activity. By condensation of [(1-aryl-5-formylimidazol-4-il)thio]acetic acids with thiosemicarbazide in boiling acetic acid the corresponding thiosemicarbazones have been obtained with high yields. They were used as effective N,S-binucleophiles in reactions of cyclocondensation with electrophilic reagents. In particular, heating of these thiosemicarbazones with monochloroacetic acid in the acetic acid medium results in formation of (1,3-thiazol-2-il)hydrazones [(1-aryl-5-formylimidazol-4-yl)thio]acetic acids. By the reaction of maleic anhydride with thiosemicarbazones of [(1-aryl-5-formylimidazol-4-il)thio]acetic acids in boiling dioxane 2-[(1H-imidazol-5-yl)methylenehydrazino)-4-oxo-1,3-thiazole-5-il]acetic acids have been synthesized. The compounds obtained show a moderate antioxidant effect. The maximum level of inhibition of free radical lipids oxidation in vitro is observed in final concentrations of 10-1M and is 31.94% compared to the control. The results of the bactericidal and fungicidal activity obtained show that the compounds studied are characterized by the moderate antimicrobial action: the minimal bacteriostatic and fungistatic concentrations are in the range of 62.5-2000 mcg/ml.