SYNTHESIS AND ANTITRYPANOSOMAL ACTIVITY INVESTIGATION OF NOVEL 5-YLIDENE-2-(1,3,4-THIADIAZOL-2-YL)IMINOTHIAZOLIDIN-4-ONES
| Autor: | M. I. Lelyukh, B. S. Zimenkovsky, I. L. Demchuk, Philippe Grellier, R. B. Lesyk |
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| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: | |
| Zdroj: | Фармацевтичний часопис, Vol 0, Iss 3 (2017) |
| ISSN: | 2414-9926 2312-0967 |
| Popis: | The aim of work. Synthesize the new thiadiazolo-2-iminothiazolidin-4-ones and their 5-arylidene derivatives based on the heterocyclization reaction and Knoevenagel condensation and study their antitrypanosomal activity. Materials and Methods: organic synthesis, NMR spectroscopy, elemental analysis, pharmacological screening. Results and Discussion. Following the cyclization reaction of N-(1,3,4-thiadiazol-2-yl)substituted 2-chloroacetamides with ammonium thiocyanate in dry acetone the corresponding 2-imino-4-thiazolidinone derivatives have been obtained. Further chemical modification of synthesized methylene active 2-(1,3,4-thiadiazol-2-yl)imino-4-thiazolidinones was performed via Knoevenagel condensation with various aromatic or heterocyclic aldehydes, isatin or cinnamic aldehyde derivatives have yielded a series of 5-aryl(heteryl)ylidene- and 5-isatin(3-phenylpropene)ylidene derivatives as potential antitrypanosomal agents. The structure of obtained compounds was confirmed by NMR spectroscopy and elemental analysis. Conclusions. The results of in vitro screening of antitrypanosomal activity against Trypanosoma brucei gambiense (TBG) allowed us to identify four highly active compounds which owned essential trypanocidal effect with a range of values IC50 within 7.3-12.8 µM. |
| Databáze: | OpenAIRE |
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