Synthesis of Novel 6-triazologlycolipids Via Click Chemistry and Their Preliminary Cytotoxicity Assessments

Overview

Journal Mol Divers

Date 2011 Jun 7

PMID 21643967

Citations 2

Authors

Hai-Lin Zhang

Xiao-Peng He

Li Sheng

Yuan Yao

Wei Zhang

Xiao-Xin Shi

Jia Li

Guo-Rong Chen

Affiliations

Soon will be listed here.

Abstract

Series of novel 6-triazole-linked galacto- or glucolipids were efficiently synthesized from O-benzylated sugar azides and various lipid alkynes via Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (click chemistry) followed by hydrogenolysis with PdCl(2)/H(2). Subsequent MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assay toward a panel of human cancer cell lines revealed that these triazologlycolipids possess low-to-modest toxicity on A549 (lung), MCF-7 (breast), HeLa (cervix), and HepG2 (liver). Furthermore, both the carbon chain length at the lipid end and the epimeric identity of the glycosyl moiety were determined to impact their corresponding bioactivity.

Citing Articles

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Hu X, Li D, Shao L, Dong X, He X, Chen G ACS Med Chem Lett. 2015; 6(7):793-7.

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Cytotoxic activity of triazole-containing alkyl β-D-glucopyranosides on a human T-cell leukemia cell line.

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