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Synthesis and evaluation of triazole linked glycosylated 18β-glycyrrhetinic acid derivatives as anticancer agents
- 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.
- Subjects :
- Glycosylation
Stereochemistry
Clinical Biochemistry
Triazole
Molecular Conformation
Pharmaceutical Science
Antineoplastic Agents
Biochemistry
Cell Line
chemistry.chemical_compound
Structure-Activity Relationship
Drug Discovery
Structure–activity relationship
Humans
Glycosyl
Molecular Biology
Cell Proliferation
Dose-Response Relationship, Drug
Organic Chemistry
Triazoles
Cycloaddition
chemistry
Propargyl
Click chemistry
Molecular Medicine
Glycyrrhetinic Acid
Azide
Drug Screening Assays, Antitumor
HeLa Cells
Subjects
Details
- ISSN :
- 14643405
- Volume :
- 24
- Issue :
- 16
- Database :
- OpenAIRE
- Journal :
- Bioorganicmedicinal chemistry letters
- Accession number :
- edsair.doi.dedup.....76f95a97db4b2931e2818a9b770268c1