Novel Triazolyl Berberine Derivatives Prepared via CuAAC Click Chemistry: Synthesis, Anticancer Activity and Structure-Activity Relationships

Title:Novel Triazolyl Berberine Derivatives Prepared via CuAAC Click Chemistry: Synthesis, Anticancer Activity and Structure-Activity Relationships

Volume: 15 Issue: 1

Author(s): Xin Jin, Lan Yan, Hong-jiao Li, Rui-Lian Wang, Zhen-Lin Hu, Yuan-Ying Jiang, Yong-Bing Cao, Tian-Hua Yan and Qing-Yan Sun

Affiliation:

Keywords: Anticancer, berberine, click chemistry, structure-activity relationship.

Abstract: To search for novel anticancer agents, we designed and synthesized a series of new triazolyl berberine derivatives. The evaluation of all the synthesized compounds and their anticancer activities against a panel of four human cancer cell lines including MCF-7 (breast), MCF-7/ADR (breast), SW-1990 (pancreatic), SMMC-7721 (liver) and the noncancer cell line HUVEC (human umbilical vein endothelial cell). The results showed that most of the compounds displayed better anticancer activities against MCF-7 and SMMC-7721 compared with berberine. Among these derivatives, compounds 5p and 5a exhibited the most potent inhibitory activities against the SMMC-7721 and SW-1990 cell lines with IC₅₀ values of 14.861 ± 2.4 µM and 16.798 ± 3.4 µM. Furthermore, compounds 5p, 5a and 5n exhibited much better selectivity toward the normal cell line HUVEC than berberine.

Cite this article as:

Jin Xin, Yan Lan, Li Hong-jiao, Wang Rui-Lian, Hu Zhen-Lin, Jiang Yuan-Ying, Cao Yong-Bing, Yan Tian-Hua and Sun Qing-Yan, Novel Triazolyl Berberine Derivatives Prepared via CuAAC Click Chemistry: Synthesis, Anticancer Activity and Structure-Activity Relationships, Anti-Cancer Agents in Medicinal Chemistry 2015; 15(1) . https://dx.doi.org/10.2174/1871520614666141203142012