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- Title
Arylidene pyruvic acids motif in the synthesis of new thiopyrano[2,3- d]thiazoles as potential biologically active compounds.
- Authors
Lozynskyi, Andrii; Zimenkovsky, Borys; Nektegayev, Ihor; Lesyk, Roman
- Abstract
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.
- Subjects
ACETIC acid; CANCER cells; CELL lines; EDEMA; CARRAGEENANS; POLYSACCHARIDES
- Publication
Heterocyclic Communications, 2015, Vol 21, Issue 1, p55
- ISSN
0793-0283
- Publication type
Article
- DOI
10.1515/hc-2014-0204