Design, synthesis and anticancer activity of novel nopinone-based thiosemicarbazone derivatives

被引:69
作者
Wang, Yunyun [1 ]
Gu, Wen [1 ,5 ]
Shari, Yu [2 ,3 ]
Liu, Fei [2 ,3 ]
Ku, Xu [1 ,5 ]
Yang, Yiqin [4 ]
Zhang, Qiandian [1 ]
Zhang, Yan [1 ]
Kuang, Hongbo [1 ]
Wang, Zhonglong [1 ]
Wang, Shifa [1 ,4 ]
机构
[1] Nanjing Forestry Univ, Coll Chem Engn, Nanjing 210037, Jiangsu, Peoples R China
[2] Inst Bot, Nanjing 210014, Jiangsu, Peoples R China
[3] Chinese Acad Sci, Nanjing Bot Garden, Sun Yat Sen, Nanjing 210014, Peoples R China
[4] Nanjing Forestry Univ, Inst Light Ind Sci & Engn, Nanjing 210037, Jiangsu, Peoples R China
[5] Jiangsu Key Lab Biomass Based Green Fuels & Chem, Nanjing 210037, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Nopinone; Thiosemicarbazone; Anticancer; Apoptosis; BETA-PINENE; BIOLOGICAL EVALUATION; ANTITUMOR-ACTIVITY; IRON CHELATORS; ALPHA-PINENE; INHIBITION; COMPLEXES; PATHWAY; 3-AP;
D O I
10.1016/j.bmcl.2017.04.024
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of new nopinone-based thiosemicarbazone derivatives were designed and synthesized as potent anticancer agents. All these compounds were identified by H-1 NMR, C-13 NMR, HR-MS spectra analyses. In the in vitro anticancer activity, most derivatives showed considerable cytotoxic activity against three human cancer cell lines (MDA-MB-231, SMMC-7721 and Hela). Among them, compound 4i exhibited most potent antitumor activity against three cancer cell lines with the IC50 values of 2.79 +/- 0.38, 2.64 +/- 0.17 and 3.64 +/- 0.13 mu M, respectively. Furthermore, the cell cycle analysis indicated that compound 4i caused cell cycle arrest of MDA-MB-231 cells at G2/M phase. The Annexin V-FITC/7-AAD dual staining assay also revealed that compound 4i induced the early apoptosis of MDA-MB-231 cells. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2360 / 2363
页数:4
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