Selenium-containing Coordinating Assemblies with Selective Anti-cancer Activity：the Control of Reactive Oxygen Species

doi:10.6023/A14080618

Acta Chimica Sinica ›› 2014, Vol. 72 ›› Issue (10): 1079-1084.DOI: 10.6023/A14080618 Previous Articles Next Articles

Article

具有选择性抗癌活性的含硒配位组装体：活性氧物种的调控

李天予, 易宇, 许华平

有机光电子与分子工程教育部重点实验室清华大学化学系北京 100084

投稿日期:2014-08-29 修回日期:2014-09-26 发布日期:2014-09-26
通讯作者: 许华平 E-mail:xuhuaping@mail.tsinghua.edu.cn;
基金资助:
项目受国家自然科学基金(No. 21121004)、教育部科学技术(No. 113006A)和清华大学自主科研基金(No. 2012Z02131)资助.

Selenium-containing Coordinating Assemblies with Selective Anti-cancer Activity：the Control of Reactive Oxygen Species

Li Tianyu, Yi Yu, Xu Huaping

Key Lab of Organic Optoelectronics & Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing 100084

Received:2014-08-29 Revised:2014-09-26 Published:2014-09-26
Supported by:
Project supported by the Foundation for Innovative Research Groups of the National Natural Science Foundation of China (No. 21121004), the Research Project of Chinese Ministry of Education (No. 113006A) and Tsinghua University Initiative Scientific Research Program (No. 2012Z02131).

Reactive oxygen species (ROS) attract increasing interests due to the function of “double-edged sword” in physiological condition. In low concentration, ROS can benefit the growth of normal cells; however, in high concentration, they will induce cell apoptosis. Selenium is an essential trace element of human beings that can regulate the concentration of ROS. Previous work demonstrated the selective anti-cancer activity of coordinating assemblies consisting of selenium-containing amphiphile (EGSe) and cisplatin, but the structure and mechanism remain unclear. We synthesized another selenium-containing amphiphile—trimethyl-EGSe (EGSe-tMe) which has similar structure with EGSe but forms weaker interaction with platinum-containing compounds. Then, we prepared new coordinating assemblies composed of two types of selenium-containing amphiphiles and two types of platinum-containing compounds (cisplatin, platinum dichloride), in order to study the coordinating interaction between selenium and platinum. Additionally, we studied the mechanism of their selective anti-cancer activity by testing the ability of regulating ROS concentration in cancer cells and normal cells. We found that EGSe could coordinate with both cisplatin and platinum dichloride, resulting in the formation of coordinating assemblies with selective anti-cancer activity. However, coordinating assemblies consisting of EGSe-tMe and platinum-containing compounds showed little selectivity. These results indicate the important role of tight interaction between selenium and platinum played in the selective anti-cancer activity. The anti-cancer activity comes from their function of regulating the concentration of ROS in cells. Selenium-containing coordinating assemblies can raise higher concentration of ROS in cancer cells than in normal cells, thus causing selective toxicity to cancer cells. In further study, we proposed the mechanism of ROS production by selenium-containing coordinating assemblies. The coordinating assemblies can induce ROS production with the proof of electron spin resonance (ESR) measurement. We hope that this work can not only broaden the applications of selenium-containing coordinating assemblies in the field of cancer treatment, but also provide a new route for developing selective anti-cancer drugs.

Key words: selenium, self-assembly, reactive oxygen species, coordination, anti-cancer

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Li Tianyu, Yi Yu, Xu Huaping. Selenium-containing Coordinating Assemblies with Selective Anti-cancer Activity：the Control of Reactive Oxygen Species[J]. Acta Chimica Sinica, 2014, 72(10): 1079-1084.

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具有选择性抗癌活性的含硒配位组装体：活性氧物种的调控

Selenium-containing Coordinating Assemblies with Selective Anti-cancer Activity：the Control of Reactive Oxygen Species

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具有选择性抗癌活性的含硒配位组装体： 活性氧物种的调控

Selenium-containing Coordinating Assemblies with Selective Anti-cancer Activity：the Control of Reactive Oxygen Species

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具有选择性抗癌活性的含硒配位组装体：活性氧物种的调控