Synthesis and cytotoxicity evaluation of 3-amino-2-hydroxypropoxygenistein derivatives.
10.1016/S1875-5364(18)30022-0
- Author:
Xiao-Ting GENG
1
;
Jing-Jing TANG
2
;
Kun-Peng CHENG
1
;
Yuan-Tao FU
1
;
Rong HU
3
;
Jin-Rong LU
4
Author Information
1. Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China.
2. State Key Laboratory of Natrual Medicines, Department of Physiology, China Pharmaceutical University, Nanjing 210009, China.
3. State Key Laboratory of Natrual Medicines, Department of Physiology, China Pharmaceutical University, Nanjing 210009, China. Electronic address: ronghu@cpu.edu.cn.
4. Department of Organic Chemistry, China Pharmaceutical University, Nanjing 210009, China. Electronic address: L_John81@sina.com.
- Publication Type:Journal Article
- Keywords:
Anti-cancer;
Cytotoxicity;
Genistein derivatives;
Isoflavone;
Nrf2/ARE pathway
- MeSH:
Antioxidant Response Elements;
Cell Line, Tumor;
Cell Proliferation;
Genistein;
chemical synthesis;
pharmacology;
therapeutic use;
Heme Oxygenase-1;
metabolism;
Humans;
Isoflavones;
NF-E2-Related Factor 2;
metabolism;
Neoplasms;
drug therapy;
metabolism;
Signal Transduction;
Soybeans;
chemistry;
Up-Regulation
- From:
Chinese Journal of Natural Medicines (English Ed.)
2017;15(11):871-880
- CountryChina
- Language:English
-
Abstract:
Soy isoflavones exhibit various biological activities, such as antioxidant, anti-tumor, anti-inflammatory, and cardiovascular protective effects. The present study was designed to investigate the effects of sixteen synthesized 3-amino-2-hydroxypropoxy genistein derivatives on cell proliferation and activation of Nrf2 (Nuclear factor erythroid 2-related factor 2)/ARE (antioxidant response elements) pathway in human cancer cell lines. Most of the tested compounds exerted greater cytotoxic activity than genistein, as measured by MTT assay. Moreover, compound 8c showed the highest ARE-luciferase reporter activity among the test compounds. It strongly promoted Nrf2 nuclear translocation and up-regulated the expression of total Nrf2 and downstream targets NQO-1 and HO-1 at protein level. The present study may provide a basis for the application of isoflavone derivatives as Nrf2/ARE pathway inducers for cancer therapy and cancer prevention.
