Site selective synthesis of cytotoxic 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazines via a one-pot multicomponent method

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	Site selective synthesis of cytotoxic 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazines via a one-pot multicomponent method
	Liao, Sheng-Rong; Du, Li-Juan; Qin, Xiao-Chu; Xu, Liang; Wang, Jun-Feng; Zhou, Xue-Feng; Tu, Zheng-Chao; Li, Juan; Liu, Yong-Hong
刊名	TETRAHEDRON
	2016
卷号	72 期号:8 页码:1051-1057
关键词	2,5-Diketopiperazines One-pot Multicomponent Site selectivity Adol condensation
通讯作者	Liu, YH (reprint author), Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guang Dong Key Lab Marine Mat Med,Res Ctr Marine, Guangzhou 510301, Guangdong, Peoples R China. ; Li, J (reprint author), Jinan Univ, Dept Chem, Guangzhou 510632, Guangdong, Peoples R China.
中文摘要	A one-pot multicomponent approach was established for site selective synthesis of novel 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazine derivatives with high stereoselectivity. The computational studies revealed that the steric hindrances between the 2-hydrogen atoms on the aromatic rings and the carbonyl, as well as the steric repulsions between the hydrogen atoms of the CH group in the benzylidene and the CH2 group in the N-alkylative part might be responsible for the Z/E selectivity. Compound (3Z,6Z)-3h (IC50=11 nM) has a close activity to the positive compound plinabulin (IC50=15 nM) against the cancer cell line HL60. (C) 2015 Elsevier Ltd. All rights reserved.
学科主题	Chemistry
内容类型	期刊论文
源URL	[http://ir.scsio.ac.cn/handle/344004/15495]
专题	南海海洋研究所_中科院海洋生物资源可持续利用重点实验室
推荐引用方式 GB/T 7714	Liao, Sheng-Rong,Du, Li-Juan,Qin, Xiao-Chu,et al. Site selective synthesis of cytotoxic 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazines via a one-pot multicomponent method[J]. TETRAHEDRON,2016,72(8):1051-1057.
APA	Liao, Sheng-Rong.,Du, Li-Juan.,Qin, Xiao-Chu.,Xu, Liang.,Wang, Jun-Feng.,...&Liu, Yong-Hong.(2016).Site selective synthesis of cytotoxic 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazines via a one-pot multicomponent method.TETRAHEDRON,72(8),1051-1057.
MLA	Liao, Sheng-Rong,et al."Site selective synthesis of cytotoxic 1,3,6-trisubstituted 3,6-diunsaturated (3Z,6Z)-2,5-diketopiperazines via a one-pot multicomponent method".TETRAHEDRON 72.8(2016):1051-1057.