Biopolym. Cell. 2015; 31(2):131-137.
http://dx.doi.org/10.7124/bc.0008D8
Bioorganic Chemistry
Screening of antioxidant and anti-inflammatory activities among thiopyrano[2,3-d]thiazoles
1Lozynskyi A. V., 1Kaminskyy D. V., 1Romanchyshyn Kh. B., 1Semenciv N. G., 1Ogurtsov V. V., 1Nektegayev I. O., 1Lesyk R. B.
  1. Danylo Halytsky Lviv National Medical University
    69, Pekarska Str., Lviv, Ukraine, 79010

Abstract

The aim of present research was the investigation of antioxidant and antiexudative activities of the series of thiopyrano[2,3-d]thiazoles synthesized based on cinnamic acid amides. Methods. Organic synthesis; spectral methods; free radical scavenging assay (DPPH test); evaluation of antiexudative activity (carrageenan oedema model in rats). Results. The evaluation of the free radicals scavenging activity and antiexudative activity of series of the 2-oxo-5-phenyl-7-aryl(hetaryl)-3,7-dihydro-2H-thiopyrano[2,3-d]thiazole-6-carboxylic acid amides was performed. Among the tested compounds, rel-(5R,6S,7S)-N-(4-methylphenyl)-7-(4-methylphenyl)-2-oxo-5-phenyl-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-6-carboxamide possessed the highest level of both activities. The experimental data most probably indicate a pronounced effect of methyl groups (phenyl fragments) on the realization of the anti-inflammatory and antioxidant effects and allow a suggestion about the antiradical mechanism of anti-inflammatory activity of the target compounds. Conclusions. The anti-inflammatory and free radicals scavenging activities of some tiopyrano[2,3-d]thiazoles have been established and the most active compounds were identified. Some findings of the structure-activity relationship were set up.
Keywords: thiopyrano[2,3-d]thiazoles, antioxidant activity, antiexudative activity
Full text: (PDF, in English)

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