Design, Synthesis and Antitumor Activity of Quercetin Derivatives Containing a Quinoline Moiety

Author:

Zhang Wenting12,Sun Jian1,Zhang Peng2,Yue Ruixue1,Zhang Yi1,Niu Fuxiang1,Zhu Hong1,Ma Chen1,Deng Shaoying1

Affiliation:

1. Xuzhou Institute of Agricultural Sciences in Jiangsu Xuhuai District, Xuzhou 221131, China

2. School of Life Sciences, Jiangsu Normal University, Xuzhou 221008, China

Abstract

Quercetin is a flavonoid with significant biological and pharmacological activity. In this paper, quercetin was modified at the 3-OH position. Rutin was used as a raw material. We used methyl protection, Williamson etherification reactions, and then substitution reactions to prepare 15 novel quercetin derivatives containing a quinoline moiety. All these complexes were characterized by 1H NMR, 13C NMR, IR and HRMS. Of these, compound 3e (IC50 = 6.722 μmol·L−1) had a better inhibitory effect on human liver cancer (HepG-2) than DDP (Cisplatin) (IC50 = 26.981 μmol·L−1). The mechanism of the action experiment showed that compound 3e could induce cell apoptosis.

Funder

earmarked fund for CARS-10-Sweetpotato

Xuzhou Science and Technology Plan Project

Jiangsu Province Agricultural Science and Technology Independent Innovation Fund

Publisher

MDPI AG

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