Synthesis and cytotoxic activities of E-resveratrol derivatives.
10.1016/S1875-5364(15)30029-7
- Author:
Ting HONG
1
;
Wei JIANG
2
;
Huai-Ming DONG
2
;
Sheng-Xiang QIU
3
;
Yu LU
4
Author Information
1. Sino-German Joint Research Institute of Nanchang University, Nanchang 330047, China; Jiangxi Provincial Institute for Food and Drug Control, Jiangxi Provincial Engineering Research Center for Drug and Medical Device Quality, Nanchang 330029, China.
2. Sino-German Joint Research Institute of Nanchang University, Nanchang 330047, China.
3. Chinese Academy of Sciences, South China Botanical Garden, Guangzhou 510650, China.
4. Sino-German Joint Research Institute of Nanchang University, Nanchang 330047, China. Electronic address: luyzsu@hotmail.com.
- Publication Type:Journal Article
- Keywords:
Cytotoxic activity;
E-resveratrol derivatives;
Structure-activity relationships;
Synthesis
- MeSH:
Adenocarcinoma;
drug therapy;
Antineoplastic Agents;
chemical synthesis;
chemistry;
pharmacology;
Cell Line, Tumor;
Female;
HeLa Cells;
Humans;
Inhibitory Concentration 50;
Lung Neoplasms;
drug therapy;
Resveratrol;
Stilbenes;
chemical synthesis;
chemistry;
pharmacology;
Structure-Activity Relationship;
Uterine Cervical Neoplasms;
drug therapy
- From:
Chinese Journal of Natural Medicines (English Ed.)
2015;13(5):375-382
- CountryChina
- Language:English
-
Abstract:
The present study was designed to synthesize derivatives of E-resveratrol and evaluate their cytotoxic activity in vitro. Different functional groups were conjugated with the phenolic hydroxyl group of E-resveratrol, and the double bond of E-resveratrol was reduced. The in vitro cytotoxicity of the synthetic derivatives was evaluated against three tumor cell lines (A549, LAC, and HeLa) using the MTT assay. Twenty-six E-resveratrol derivatives were synthesized and their structures were confirmed by (1)H NMR, MS, IR, and elemental analyses. Compounds 1-6, 12, 15-21, and 23-26 were reported for the first time. Among them, Compounds 1, 2, 4, 5, and 9-11, showed significant cytotoxicity against tumor cells; especially, Compound 1 showed an IC50 value of 4.38 μmol · L(-1) in the A549 cells which was 15-fold more active than E-resveratrol; Compound 9 showed an IC50 value of 1.41 μmol · L(-1) in the HeLa cell line which was 90-fold more active than E-resveratrol, and close to adriamycin. The structure-activity relationships were also investigated. Compounds 1, 2 and 9-11 may serve as potential lead compounds for the discovery of new anticancer drugs.
