Synthesis, Antiaggregant, and Antioxidant Activity of 2-{[1-iso-butyl-3-methyl-7-(thietanyl-3)xanthin-8-yl]thio}acetic Acid Salts

Autor:	L. I. Bashirova, Zh. K. Mamatov, G. A. Timirkhanova, F. A. Khaliullin, A. V. Samorodov
Rok vydání:	2020
Předmět:	Pharmacology Antioxidant 010405 organic chemistry medicine.medical_treatment Thio Alkylation Xanthine Ascorbic acid 01 natural sciences Medicinal chemistry 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound Acetic acid chemistry Bromide Drug Discovery medicine Thioglycolic acid
Zdroj:	Pharmaceutical Chemistry Journal. 54:891-896
ISSN:	1573-9031 0091-150X
Popis:	8-Bromo-1-iso-butyl-3-methyl-7-(thietanyl-3)xanthine (II) was synthesized by alkylation of 8-bromo-3-methyl-7-(thietanyl-3)xanthine (I) with isobutyl bromide. Nucleophilic substitution of II with thioglycolic acid gave 2{[1-iso-butyl-3-methyl-7-(thietanyl-3)xanthin-8-yl]thio}acetic acid (III). A series of water-soluble salts of 2{[1-iso-butyl-3-methyl-7-(thietanyl-3)xanthin-8-yl]thio}acetic acid (IVa-h) were synthesized by reaction of III with organic and inorganic bases. Compounds possessing antiaggregant activity on the level of acetylsalicylic acid were found among salts IV. All obtained compounds except for IVa and IVc suppressed lipid peroxidation less than ascorbic acid. However, all synthesized compounds suppressed generation of reactive oxygen species by phagocytes, in contrast to ascorbic acid.
Databáze:	OpenAIRE
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