Antitumor Activity and Theoretical Calculation of Evodiamine and Rutaecarpine

doi:10.14102/j.cnki.0254-5861.2011-1235

	Antitumor Activity and Theoretical Calculation of Evodiamine and Rutaecarpine
	Guo Hui 1; Zhang Shuan 1; Zhang Ke-Yao 1; Zhu Hai-Yan 2; Liu Jing-Li 1; Liu Dong-Mei 1; Wang Chang-Li 1; Su Zhuo 1
刊名	CHINESE JOURNAL OF STRUCTURAL CHEMISTRY
	2016-08-01
卷号	35 页码:1174-1180
关键词	evodiamine and rutaecarpine anticancer activity density functional theory MTT
ISSN号	0254-5861
DOI	10.14102/j.cnki.0254-5861.2011-1235
英文摘要	The antitumor activities of two alkaloids, evodiamine (EVO) and rutaecarpine (RUT), against MCF-7, SMMC-7721 and SW-1353 cells growth in vitro were investigated by MTT assay. The results showed that the anti-tumor effects of two alkaloids were remarkably different. In order to discover the relationship of antitumor activity and structures of the compounds, the dihedral angle, Natural Electron Configuration, frontier molecular orbital profiles (HOMO, LUMO) and bandgaps of these two compounds have been studied based on density functional theory (DFT) by means of DFT-B3LYP/6-31G (d) in Gaussian 03. The calculation results of dihedral angle showed that EVO, due to the existence of methyl group attached to the N(14) atom, have non-planar and twisted structures, which decrease the stability of EVO and increase the activity of EVO. Furthermore, the bandgaps of RUT are lower than that of EVO, indicating RUT has higher stability than EVO, so the activity of EVO is higher than that of RUT. In addition, the negative charge of N14 atom in EVO is lower than that of in RUT, so the positive charge of N(14) atom in EVO is higher than that of in RUT, which suggests that the nucleophile is easier to aggress the N(14) atom in EVO than that in RUT, so the reason of the different antitumor activities of EVO and RUT may be attacked by nucleophile.
资助项目	National Natural Science Foundation of China[81001669] ; National Natural Science Foundation of China[81373944] ; Natural Science Basic Research Plan in Shaanxi Province[2016JM8028]
WOS关键词	DERIVATIVES ; DENSITY ; CELLS ; MECHANISM ; APOPTOSIS ; AGENTS
WOS研究方向	Chemistry ; Crystallography
语种	英语
出版者	CHINESE JOURNAL STRUCTURAL CHEMISTRY
WOS记录号	WOS:000382598600003
资助机构	National Natural Science Foundation of China ; Natural Science Basic Research Plan in Shaanxi Province
内容类型	期刊论文
源URL	[http://119.78.100.186/handle/113462/43336]
专题	中国科学院近代物理研究所
通讯作者	Guo Hui; Su Zhuo
作者单位	1.Shaanxi Univ Chinese Med, Dept Pharm, Xianyang 712046, Peoples R China 2.Northwest Univ, Inst Modern Phys, Xian 710069, Peoples R China
推荐引用方式 GB/T 7714	Guo Hui,Zhang Shuan,Zhang Ke-Yao,et al. Antitumor Activity and Theoretical Calculation of Evodiamine and Rutaecarpine[J]. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY,2016,35:1174-1180.
APA	Guo Hui.,Zhang Shuan.,Zhang Ke-Yao.,Zhu Hai-Yan.,Liu Jing-Li.,...&Su Zhuo.(2016).Antitumor Activity and Theoretical Calculation of Evodiamine and Rutaecarpine.CHINESE JOURNAL OF STRUCTURAL CHEMISTRY,35,1174-1180.
MLA	Guo Hui,et al."Antitumor Activity and Theoretical Calculation of Evodiamine and Rutaecarpine".CHINESE JOURNAL OF STRUCTURAL CHEMISTRY 35(2016):1174-1180.