Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin

doi:10.1007/s40242-017-7025-x

高等学校化学研究 ›› 2017, Vol. 33 ›› Issue (4): 581-586.doi: 10.1007/s40242-017-7025-x

Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin

GUO Jinhua¹, TAN Bei¹, YE Qingmei³, LIANG Guangping¹, YI Min¹, JIANG Renwang^1,2

1. Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, P. R. China;
2. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, P. R. China;
3. Department of Pharmacy, Hainan General Hospital, Haikou 570311, P. R. China

收稿日期:2017-01-16 修回日期:2017-05-02 出版日期:2017-08-01 发布日期:2017-05-15
通讯作者: JIANG Renwang E-mail:trwjiang@jnu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China（No.81573315），the Natural Science Foundation of Guangdong Province，China（No.2015A030313313），the Guangzhou Industry-University Collaborative Innovation Major Projects，China（No.201508030016） and the Natural Science Foundation of Hainan Province，China（No.817307）.

Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin

GUO Jinhua¹, TAN Bei¹, YE Qingmei³, LIANG Guangping¹, YI Min¹, JIANG Renwang^1,2

1. Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, P. R. China;
2. Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, College of Pharmacy, Jinan University, Guangzhou 510632, P. R. China;
3. Department of Pharmacy, Hainan General Hospital, Haikou 570311, P. R. China

Received:2017-01-16 Revised:2017-05-02 Online:2017-08-01 Published:2017-05-15
Contact: JIANG Renwang E-mail:trwjiang@jnu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China（No.81573315），the Natural Science Foundation of Guangdong Province，China（No.2015A030313313），the Guangzhou Industry-University Collaborative Innovation Major Projects，China（No.201508030016） and the Natural Science Foundation of Hainan Province，China（No.817307）.

摘要/Abstract

摘要：

Two series of novel spin-labeled derivatives of Cinobufagin(compounds 5 and 8a-8f in series 1 with five-membered ring nitroxyl free radical and compounds 6 and 9a-9f in series 2 with six-membered ring nitroxyl free radical) were synthesized. The cytotoxic activities in vitro against two tumor cell lines(HepG2 and HeLa) were evaluated, and the results indicate that all compounds display potent cytotoxicity against HepG2 and HeLa cells, and most compounds show better activities on HeLa cells than on HepG2 cells except for compounds 8a and 9d. Generally, the compounds in series 2 have more potent cytotoxic activity against HepG2 than the compounds in series 1. Especially, compounds 6 and 9f in series 2 exhibit even more potent activities against the two tumor cell lines than Cinobufagin. Thus incorporation of different L-amino acids as the linker changed the cytotoxic profile of the spin-labeled Cinobufagin. In addition, the representative compound 9f significantly changed the cell cycle distribution and led to HeLa cell cycle arrested at G₂/M phase.

关键词: Cinobufagin, Nitroxyl free radical, Spin-labeled, Cytotoxic activity

Abstract:

Key words: Cinobufagin, Nitroxyl free radical, Spin-labeled, Cytotoxic activity

GUO Jinhua, TAN Bei, YE Qingmei, LIANG Guangping, YI Min, JIANG Renwang. Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin[J]. 高等学校化学研究, 2017, 33(4): 581-586.

GUO Jinhua, TAN Bei, YE Qingmei, LIANG Guangping, YI Min, JIANG Renwang. Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin[J]. Chemical Research in Chinese Universities, 2017, 33(4): 581-586.

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Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin

Synthesis and Cytotoxic Activities of Spin-labeled Derivatives of Cinobufagin

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