文献类型：期刊文献

英文题名：In situ spectroeletrochemistry and cytotoxic activities of natural ubiquinone analogues

作者：Ma, Wei[1,2];Zhou, Hao[1,2];Ying, Yi-Lun[1,2];Li, Da-Wei[1,2];Chen, Guo-Rong[1,2];Long, Yi-Tao[1,2];Chen, Hong-Yuan[3]

机构：[1]E China Univ Sci & Technol, Shanghai Key Lab Funct Mat Chem, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Dept Chem, Shanghai 200237, Peoples R China;[3]Nanjing Univ, Dept Chem, Nanjing 210093, Peoples R China

年份：2011

卷号：67

期号：33

起止页码：5990

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000293606200018)】；

基金：We are grateful for help from Drs. Jia Li and Jing-Ya Li of the Chinese National Center for Drug Screening, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences. This research was supported by the Ministry of Health (2009ZX 10004-301), the open research fund from Key Lab of Analytical Chemistry for Life Science of Nanjing University, the Major Research plan of the Natural Science Foundation of China (Grant No. 91027035) and the Fundamental Research Funds for the Central Universities (Grant No. WK1013002). Y.T.L. is supported by The Program for Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning.

语种：英文

外文关键词：Ubiquinone/coenzyme Q; Electrochemistry; ESR; In situ spectroelectrochemistry; Cytotoxicity

摘要：Quinones are a group of potent antineoplastic agents. Here we described effective and facile routes to synthesize a series of ubiquinone analogues (UQAs). These unique compounds have been investigated by electrochemistry and in situ UV-vis spectroelectrochemistry to explore their electron-transfer processes and radical properties in aprotic media. The structure-activities relationships of inhibiting cancer cell proliferation of UQAs were examined in murine melanoma B16F10 cells using a 72 h continuous exposure MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay. Our results revealed that UQAs had improved antiproliferative activity and displayed better inhibitory effects than natural ubiquinone 10. The cytotoxic activities of UQAs were correlated to the semiubiquinone radicals, which were confirmed by in situ electron spin resonance (ESR). In the cytotoxicity test, 6-vinylubiquinone 5 and 6-(4'-fluorophenyl) ubiquinone 7 that possess half maximal inhibitory concentration value (IC50) of 6.1 mu M and 6.2 mu M. This would make them as valuable candidates for future pharmacological studies. (C) 2011 Published by Elsevier Ltd.