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Synthesis and evaluation of triazole linked glycosylated 18β-glycyrrhetinic acid derivatives as anticancer agents

Authors :
Abhijit Sau
Kuladip Jana
Tamashree Ghosh
Kaushik Biswas
Pravat Kumar Parida
Anup Kumar Misra
Sanghamitra Raha
Source :
Bioorganicmedicinal chemistry letters. 24(16)
Publication Year :
2014

Abstract

A series of glycosyl triazol linked 18β-glycyrrhetinic acid (GA) derivatives have been synthesized using 1,3-dipolar cycloaddition reaction of per-O-acetylated glycosyl azide derivatives (4a-h) with propargyl ester of 18β-glycyrrhetinic acid (GA) (2 and 3) following the concept of 'Click chemistry'. The synthesized triazole derivatives were de-O-acetylated to furnish compounds (7a-h and 8a-c) with free hydroxyl groups in the carbohydrate moieties, which were evaluated for their anticancer potential against human cervical cancer cells (HeLa) and normal kidney epithelial (NKE) cells. GA (1), compound 7d, compound 7g and compound 8c showed promising anticancer activities.

Details

ISSN :
14643405
Volume :
24
Issue :
16
Database :
OpenAIRE
Journal :
Bioorganicmedicinal chemistry letters
Accession number :
edsair.doi.dedup.....76f95a97db4b2931e2818a9b770268c1