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

Pravat Kumar* Parida, Abhijit* Sau, Tamashree Ghosh, Kuladip Jana*, Kaushik Biswas, Sanghamitra Raha, Anup Kumar Misra

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

29 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3865-3868
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume24
Issue number16
DOIs
Publication statusPublished - 15 Aug 2014

Keywords

  • 18β-Glycyrrhetinic acid
  • Anticancer agent
  • Carbohydrate
  • Click chemistry
  • Triazole

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