Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis

doi:10.1002/chir.23170

	Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis
	Zhul, Qin 1,3; Tang, Chunping 1,3; Mandi, Attila 2; Kurtan, Tibor 2; Ye, Yang 1,3
刊名	CHIRALITY
	2020-01-13
页码	8
关键词	axial and central chirality dimeric dinorditerpenoid Trigonostemon chinensis trigonostemon G trigonostemon H TDDFT-ECD
ISSN号	0899-0042
DOI	10.1002/chir.23170
通讯作者	Kurtan, Tibor(kurtan.tibor@science.unideb.hu) ; Ye, Yang(yye@simm.ac.cn)
英文摘要	Trigonostemons G and H, two novel dimeric dinorditerpenoids, were isolated from the stem barks of Trigonostemon chinensis. Their planar structures and relative configurations were established by extensive analysis of spectroscopic data. Trigonostemons G and H possess a homodimeric biaryl skeleton obtained from two rearranged chiral nonracemic abietane-type dinorditerpenes through an axially chiral biaryl 11,11 '-linkage. Torsional scan and computation of the transition states were carried out to estimate the rotational energy barrier, and the axial chirality (aS) was determined by time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculations. The positive n-pi* ECD transitions of the isolated carbonyl chromophore above 300 nm could be used to determine the central chirality of trigonostemon G independently by ECD calculations of the diastereomers.
资助项目	Chinese Academy of Sciences[GJHZ1739] ; Chinese Academy of Sciences[GJHZ1678] ; Institutes for drug discovery and development[CASIMM0120164010] ; National Research, Development and Innovation Office[NKFI K 120181] ; National Research, Development and Innovation Office[PD 121020] ; European Regional Development Fund[GINOP2.3.2-15-2016-00008] ; Strategic Pilot Projects[XDA12040318]
WOS关键词	DEGRADED DITERPENOIDS ; CHEMICAL-CONSTITUENTS ; ABIETANE
WOS研究方向	Pharmacology & Pharmacy ; Chemistry
语种	英语
出版者	WILEY
WOS记录号	WOS:000506699500001
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/282531]
专题	中国科学院上海药物研究所
通讯作者	Kurtan, Tibor; Ye, Yang
作者单位	1.Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, 555 Zu Chong Zhi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China 2.Univ Debrecen, Dept Organ Chem, POB 400, H-4002 Debrecen, Hungary 3.Chinese Acad Sci, Dept Nat Prod Chem, Shanghai Inst Mat Med, 555 Zu Chong Zhi Rd,Zhangjiang Hitech Pk, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Zhul, Qin,Tang, Chunping,Mandi, Attila,et al. Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis[J]. CHIRALITY,2020:8.
APA	Zhul, Qin,Tang, Chunping,Mandi, Attila,Kurtan, Tibor,&Ye, Yang.(2020).Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis.CHIRALITY,8.
MLA	Zhul, Qin,et al."Trigonostemons G and H, dinorditerpenoid dimers with axially chiral biaryl linkage from Trigonostemon chinensis".CHIRALITY (2020):8.