Natural product-based design, synthesis and biological evaluation of anthra[2,1-d]thiazole-6,11-dione derivatives from rhein as novel antitumour agents

Yu-Kun Liang; Zhi-Zhou Yue; Jia-Xin Li; Cun Tan; Ze-Hong Miao; Wen-Fu Tan; Chun-Hao Yang

doi:10.1016/j.ejmech.2014.07.047

Natural product-based design, synthesis and biological evaluation of anthra[2,1-d]thiazole-6,11-dione derivatives from rhein as novel antitumour agents

Eur J Med Chem. 2014 Sep 12:84:505-15. doi: 10.1016/j.ejmech.2014.07.047. Epub 2014 Jul 15.

Authors

Yu-Kun Liang¹, Zhi-Zhou Yue², Jia-Xin Li³, Cun Tan³, Ze-Hong Miao⁴, Wen-Fu Tan⁵, Chun-Hao Yang⁶

Affiliations

¹ Department of Pharmaceutical Engineering, School of Chemical Engineering, Wuhan University of Technology, 205 Luo Shi Road, Wuhan, Hubei 430070, PR China; State Key Laboratory of Drug Research, Shanghai Institute of MateriaMedica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, PR China.
² Department of Pharmaceutical Engineering, School of Chemical Engineering, Wuhan University of Technology, 205 Luo Shi Road, Wuhan, Hubei 430070, PR China.
³ State Key Laboratory of Drug Research, Shanghai Institute of MateriaMedica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, PR China.
⁴ State Key Laboratory of Drug Research, Shanghai Institute of MateriaMedica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, PR China. Electronic address: zhmiao@simm.ac.cn.
⁵ School of Pharmacy, Fudan University, 826 Zhang Heng Road, Shanghai 201203, PR China.
⁶ State Key Laboratory of Drug Research, Shanghai Institute of MateriaMedica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Shanghai 201203, PR China. Electronic address: chyang@simm.ac.cn.

PMID: 25050882
DOI: 10.1016/j.ejmech.2014.07.047

Abstract

Two series of novel 2-substituted 5,7-dihydroxyanthra[2,1-d]thiazole-6,11-dione derivatives from natural rhein were designed, synthesized and evaluated for their antitumour activities against human cancer cell lines A549 and HeLa in vitro.

Keywords: Anthra[2,1-d]thiazole-6,11-dione; Antitumour; Rhein analogues; SRB assay.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anthraquinones / chemical synthesis*
Anthraquinones / chemistry
Anthraquinones / pharmacology*
Antineoplastic Agents / chemical synthesis*
Antineoplastic Agents / chemistry
Antineoplastic Agents / pharmacology*
Biological Products / chemical synthesis*
Biological Products / chemistry
Biological Products / pharmacology*
Cell Line, Tumor
Cell Proliferation / drug effects
Dose-Response Relationship, Drug
Drug Design*
Drug Screening Assays, Antitumor
HeLa Cells
Humans
Molecular Structure
Structure-Activity Relationship
Thiazoles / chemical synthesis*
Thiazoles / chemistry
Thiazoles / pharmacology*

Substances

Anthraquinones
Antineoplastic Agents
Biological Products
Thiazoles