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

被引:38
|
作者
Parida, Pravat Kumar [1 ]
Sau, Abhijit [1 ]
Ghosh, Tamashree [1 ]
Jana, Kuladip [1 ]
Biswas, Kaushik [1 ]
Raha, Sanghamitra [2 ]
Misra, Anup Kumar [1 ]
机构
[1] Bose Inst, Div Mol Med, Kolkata 700054, India
[2] Visva Bharati Univ, Ctr Biotechnol, Santini Ketan, W Bengal, India
关键词
18 beta-Glycyrrhetinic acid; Triazole; Carbohydrate; Click chemistry; Anticancer agent; CANCER CHEMOPREVENTION; BIOACTIVE COMPOUNDS; COLORIMETRIC ASSAY; CERVICAL-CANCER; IN-VITRO; APOPTOSIS; CELLS; PROLIFERATION; MEDICINE; LICORICE;
D O I
10.1016/j.bmcl.2014.06.054
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of glycosyl triazol linked 1 beta-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 18 beta-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. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3865 / 3868
页数:4
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