Discussion of absolute configuration for bioactive Griseusins by comparing computed optical rotations and electronic circular dichroism with the experimental results

doi:10.1016/j.tet.2014.09.032

	Discussion of absolute configuration for bioactive Griseusins by comparing computed optical rotations and electronic circular dichroism with the experimental results
	Zhu, Hua-Jie 1; Li, Wen-Xin 1; Hu, Dong-Bao 2; Wen, Meng-Liang 3; Zhu,HJ (reprint author),Chinese Ctr Chiral,Minist Educ,Key Lab Med Chem & Mol Diagnost,Key Disciplines Biotechnol Engn Hebei Prov,Baoding 071002,Peoples R China.; hjzhu@mail.kib.ac.cn
	2014-11-04
发表期刊	TETRAHEDRON
ISSN	0040-4020
卷号	70 期号:44 页码:8236-8243
摘要	Absolute configurations of seven bioactive natural Griseusins were investigated. Optical rotation and electronic circular dichroism were calculated at the B3LYP/6-311++G(2d,p)//PCM/B3LYP/6-311++G(2d,p) or other levels in the gas phase and/or in solution. Computational results exhibited that the early reported absolute configuration of four among the seven may not be the best structures after comparing the computed optical rotations, electron circular dichroisms to the experimental data. Then four favorable structures are suggested based on the comparison of predicted optical rotations and electronic circular dichroisms to the experimental results. It is the first time to find that the different position of carbonyl group on aromatic ring (planar structure changes) in Griseusins can lead to the ECD curve reversed instead of the stereogenic center changes. In traditional opinion, ECD curve reversal happens only when stereogenic center configuration reverses, such as from AC of (R) to (S). (C) 2014 Elsevier Ltd. All rights reserved.
关键词	Dft Optical Rotation Electron Circular Dichroism Absolute Configuration Griseusins
学科领域	Chemistry, Organic
DOI	10.1016/j.tet.2014.09.032
收录类别	SCI
语种	英语
WOS记录号	WOS:000343843900005
引用统计
文献类型	期刊论文
条目标识符	http://ir.kib.ac.cn/handle/151853/18452
专题	植物化学与西部植物资源持续利用国家重点实验室
通讯作者	Zhu,HJ (reprint author),Chinese Ctr Chiral,Minist Educ,Key Lab Med Chem & Mol Diagnost,Key Disciplines Biotechnol Engn Hebei Prov,Baoding 071002,Peoples R China.; hjzhu@mail.kib.ac.cn
作者单位	1.Chinese Ctr Chiral, Minist Educ, Key Lab Med Chem & Mol Diagnost, Key Disciplines Biotechnol Engn Hebei Prov, Baoding 071002, Peoples R China 2.Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650204, Peoples R China 3.Yunnan Univ, Minist Educ, Key Lab Med Chem Nat Resources, Kunming, Peoples R China
推荐引用方式 GB/T 7714	Zhu, Hua-Jie,Li, Wen-Xin,Hu, Dong-Bao,et al. Discussion of absolute configuration for bioactive Griseusins by comparing computed optical rotations and electronic circular dichroism with the experimental results[J]. TETRAHEDRON,2014,70(44):8236-8243.
APA	Zhu, Hua-Jie,Li, Wen-Xin,Hu, Dong-Bao,Wen, Meng-Liang,Zhu,HJ ,&hjzhu@mail.kib.ac.cn.(2014).Discussion of absolute configuration for bioactive Griseusins by comparing computed optical rotations and electronic circular dichroism with the experimental results.TETRAHEDRON,70(44),8236-8243.
MLA	Zhu, Hua-Jie,et al."Discussion of absolute configuration for bioactive Griseusins by comparing computed optical rotations and electronic circular dichroism with the experimental results".TETRAHEDRON 70.44(2014):8236-8243.

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