Journal
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume 44, Issue 11, Pages 4716-4720Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2009.05.030
Keywords
1,2,4-Triazol-3-thiones; D-Glucopyranosyl; Schiff base; Anti proliferative activity
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Funding
- Natural Science Foundation of Hunan [07JJ3019]
- Doctoral Fund of Ministry of Education of China [20060532022]
- State Key Laboratory of Chem/Biosensing and Chemometrics of Hunan University [200520]
- Science and Technology Bureau of Yongzhou, China [200610]
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A series of D-glucopyranosyl-1,2,4-triazole-3-thione derivatives 1a-1d were synthesized by the reaction of 1,2,4-triazole-3-thione Schiff bases 5a-5d with 2,3,4,6-tetra-O-acetyl-sigma-D-glucopyranosyl bromide. We demonstrate the conversion of 2 to 5, without the necessity of purification of both oxadiazole and triazole intermediates to afford the compounds 5. Their structures were confirmed by standard studies of H-1 NMR, IR, MS and elemental analysis. Analogues 5 and 1 have shown cytotoxic activity against human MCF-7 and Bel-7402 malignant cell lines. Crown Copyright (C) 2009 Published by Elsevier Masson SAS. All rights reserved.
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