Synthesis and evaluation of the antioxidant activity of {[1-aryl-4-chloro-1h-imidazole-5-yl) methyl]thio}alkane carboxylic acids
Цифровий Репозиторій - Інтелектуальні Фонди Буковинського державного медичного університету
Переглянути архів Інформація| Поле | Співвідношення | |
| Title |
Synthesis and evaluation of the antioxidant activity of {[1-aryl-4-chloro-1h-imidazole-5-yl) methyl]thio}alkane carboxylic acids
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| Creator |
Grozav, A.M.
Palamar, A.O. Chornous, V.O. Yaremiy, I.M. Vovk, M.V. |
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| Subject |
synthesis; imidazole
[(1-aryl-5-formyl-1H-imidazol-4-yl)thio]acetic acids {[1-aryl-4-chloro-1H-imidazole-5-yl)methyl]thio}alkanecarboxylic acids; antioxidant activity |
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| Description |
This study is devoted to development of the optimal conditions for synthesis and the study of some “structure – antioxidant activity” regularities of [(1-arylimidazole-5-yl)methylthio]alkane carboxylic ac¬ids, which structural analogues have found an application as medicinal products with a wide range of biological activities. The methodology of interaction between 4-cloro-5-chloromethylimidazoles with thioglycolic and thiopropionic acids has been used to obtain these compounds. Selection of the op¬timal reaction conditions has allowed to obtain target compounds in a dry dimethylformamide in the presence of potash at 50оC with yields of 75-82%. The compounds synthesized are high-melting crystalline substances that dissolve well in polar organic solvents and aqueous alkaline solutions. Their composition and structure have been confirmed by the results of elemental analysis and mea¬surement data of IR-, 1H NMR- and chromatography mass-spectra. The study of the compounds synthesized has been conducted in vitro on biological samples. The antioxidant activity has been determined by the inhibition value of the ascorbate-dependent endogenous lipid peroxidation rate in rats’ liver found by the concentration of one of the final products of free-radical lipid oxidation processes – malonaldehyde in the test sample. The results of the biological activity screening of the compounds synthesized show that all imidazole derivatives studied in the final concentration ranges of 10-3-10-1 M exhibit a high antioxidant action in the system in vitro. It has been found that the value of the antioxi¬dant activity is influenced by the nature and position of the substituent in position 1 of imidazole. In particular, the presence of electron-acceptor substituents in the aryl fragment decreases the molecule activity in comparison with electron-donor substituents, wherein increase of the methylene groups quan¬tity in the carboxyalkylthiol fragment does not significantly impact the antioxidant effect of the compounds synthesized. Key words: synthesis; imidazole; [(1-aryl-5-formyl-1H-imidazol-4-yl)thio]acetic acids; {[1-aryl-4-chloro-1H-imidazole-5-yl)methyl]thio}alkanecarboxylic acids; antioxidant activity Кафедра фармації |
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| Date |
2015-06-09T08:26:43Z
2015-06-09T08:26:43Z 2014 |
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| Type |
Other
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| Identifier |
UDC547.799 : 615.244 : 615.281
http://dspace.bsmu.edu.ua:8080/xmlui/handle/123456789/9042 |
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| Language |
other
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| Format |
application/pdf
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| Publisher |
NEWS OF PHARMACY 4(80)2014
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