Design and synthesis of novel monoterpenoid indole alkaloid-like analogues and their antitumour activities in vitro

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	Design and synthesis of novel monoterpenoid indole alkaloid-like analogues and their antitumour activities in vitro
	Fang, Jiaqi; Huang, Tao; Xia, Mengyuan; Deng, Lulu; Hao, Xiaojiang; Wang, Yuehu; Mu, Shuzhen
	2018
发表期刊	ORGANIC & BIOMOLECULAR CHEMISTRY
ISSN	1477-0520
卷号	16 期号:16 页码:3026-3037
摘要	A biomimetic synthetic strategy and combinatorial chemistry were used to synthesize 34 novel mono-terpenoid indole alkaloid (MIA) analogues, and their cytotoxic activities against five cancer cell lines (SW-480, A-549, HL-60, SMMC-7721, and MCF-7) were determined using the 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium (MTS) assay. Fourteen of these analogues (7, 16-18, and 23-32) showed significantly greater inhibition of tumour cell proliferation than cisplatin. Compounds 17 and 18 showed the highest cytotoxic activity against the HL-60 cell line with IC50 values of 0.90 mu M and 0.43 mu M, respectively. Compound 18 slightly induced apoptosis and arrested the cell cycle in SW-480, A-549, HL-60, SMMC-7721, and MCF-7 cells. Analysis of the primary structure-activity relationships reveals that the introduction of different substituent groups at the C-3, C-5, and C-6 positions of the indole moiety and the C-10 position of the genipin moiety might have an effect on the antitumour activity of the resulting compounds.
收录类别	SCI
语种	英语
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/64745
专题	中国科学院昆明植物研究所
推荐引用方式 GB/T 7714	Fang, Jiaqi,Huang, Tao,Xia, Mengyuan,et al. Design and synthesis of novel monoterpenoid indole alkaloid-like analogues and their antitumour activities in vitro[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2018,16(16):3026-3037.
APA	Fang, Jiaqi.,Huang, Tao.,Xia, Mengyuan.,Deng, Lulu.,Hao, Xiaojiang.,...&Mu, Shuzhen.(2018).Design and synthesis of novel monoterpenoid indole alkaloid-like analogues and their antitumour activities in vitro.ORGANIC & BIOMOLECULAR CHEMISTRY,16(16),3026-3037.
MLA	Fang, Jiaqi,et al."Design and synthesis of novel monoterpenoid indole alkaloid-like analogues and their antitumour activities in vitro".ORGANIC & BIOMOLECULAR CHEMISTRY 16.16(2018):3026-3037.