Arylidene pyruvic acids motif in the synthesis of new thiopyrano[2,3-d]thiazoles as potential biologically active compounds

Heterocyclic communications

article

Andrii Lozynskyi¹  Borys Zimenkovsky¹  Ihor Nektegayev¹  Roman Lesyk¹ 

[1] Department of Pharmaceutical, Organic and Bioorganic Chemistry, Danylo Halytsky Lviv National Medical University

关键词: 5-arylideneisorhodanines;    anticancer activity;    antiexudative activity;    arylidene pyruvic acids;    hetero-Diels-Alder reaction;    thiopyrano[2;    3-d]thiazoles;   

DOI  :  10.1515/hc-2014-0204

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

Novel rel -(5 R ,6 S ,7 S )-2-oxo-5,7-diaryl-3,5,6,7-tetrahydro- 2H -thiopyrano[2,3- d ]thiazol-6-yl-oxo-acetic acids were synthesized in 52–70% yields via regioselective and diastereoselective hetero -Diels-Alder reaction of 5-arylidene-4-thioxo-2-thiazolidinones with a series of arylidene pyruvic acids. The synthesized compounds were evaluated for anticancer activity in NCI60 cancer cell lines and for antiexudative activity on the carrageenan edema model in rats. Biological screening data led to identification of 3e as having moderate antitumor activity on the colon cancer HT-29 cell line and of 3b as having promising antiexudative effect.

【 授权许可】

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