Nitrogenous Sesquiterpenoids from the South China Sea Nudibranch Hexabranchus sanguineus and Its Possible Sponge-Prey Acanthella cavernosa: Chiral Separation, Stereochemistry and Chemical Ecology

doi:10.1002/cjoc.202100676

KMS@SIMM > 新药研究国家重点实验室

	Nitrogenous Sesquiterpenoids from the South China Sea Nudibranch Hexabranchus sanguineus and Its Possible Sponge-Prey Acanthella cavernosa: Chiral Separation, Stereochemistry and Chemical Ecology
	Shen, Shou-Mao 1,2; Zhang, Zai-Yong 1; Yao, Li-Gong 1; Wang, Jian-Rong1 ; Guo, Yue-Wei1,3 ; Li, Xu-Wen1
	2022-01-15
发表期刊	CHINESE JOURNAL OF CHEMISTRY (IF:2.378[JCR-2017],1.449[5-Year])
ISSN	1001-604X
卷号	40 期号:2 页码:235-246
摘要	Comprehensive Summary A detailed chemical investigation of the South China Sea nudibranch Hexabranchus sanguineus, as well as its possible sponge-prey Acanthella cavernosa, led to the isolation of fifteen new nitrogenous sesquiterpenoids, namely ximaocavernosins A-O, including seven cadinanes (1-7), seven spiroaxanes (12-18) and one aromadendrane (19), together with thirteen known related compounds (8-11 and 20-28). Compounds (+/-)-1-9 (except for 4 and 6) were further separated by chiral-phase HPLC to their corresponding unequal enantiomers, respectively. Their structures and absolute configurations were determined by a combination of extensive spectroscopic data analysis, quantum mechanical nuclear magnetic resonance (QM-NMR) methods, Mosher's method, X-ray diffraction analysis and/or time-dependent density functional theory/electronic circular dichroism (TDDFT-ECD) calculation. The commonly existed nitrogenous sesquiterpenoids in these two animals are suggested to be chemical markers for their prey-predator relationship.
关键词	Hexabranchus sanguineus Acanthella cavernosa Chiral separation Stereochemistry Chemical ecology
WOS关键词	MACROLIDES ; ISOTHIOCYANATE ; DITERPENOIDS ; METABOLITES ; TERPENOIDS ; KALIHINOL
DOI	10.1002/cjoc.202100676
收录类别	SCI
语种	英语
资助项目	National Natural Science Foundation of China[81991521] ; National Natural Science Foundation of China[82022069] ; National Natural Science Foundation of China[42076099] ; Shanghai Rising-Star Program[20QA1411100] ; Youth Innovation Promotion Association of Chinese Academy of Sciences[Y202065] ; SKLDR/SIMM Project[SIMM2103ZZ-06]
WOS研究方向	Chemistry
WOS类目	Chemistry, Multidisciplinary
WOS记录号	WOS:000729067100001
出版者	WILEY-V C H VERLAG GMBH
引用统计	被引频次：16[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://119.78.100.183/handle/2S10ELR8/299218
专题	新药研究国家重点实验室
通讯作者	Guo, Yue-Wei; Li, Xu-Wen
作者单位	1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China 3.Bohai Adv Res Inst Drug Discovery, 198 Binhai East Road,High Tech Zone, Yantai 264000, Shandong, Peoples R China
第一作者单位	新药研究国家重点实验室
通讯作者单位	新药研究国家重点实验室
推荐引用方式 GB/T 7714	Shen, Shou-Mao,Zhang, Zai-Yong,Yao, Li-Gong,et al. Nitrogenous Sesquiterpenoids from the South China Sea Nudibranch Hexabranchus sanguineus and Its Possible Sponge-Prey Acanthella cavernosa: Chiral Separation, Stereochemistry and Chemical Ecology[J]. CHINESE JOURNAL OF CHEMISTRY,2022,40(2):235-246.
APA	Shen, Shou-Mao,Zhang, Zai-Yong,Yao, Li-Gong,Wang, Jian-Rong,Guo, Yue-Wei,&Li, Xu-Wen.(2022).Nitrogenous Sesquiterpenoids from the South China Sea Nudibranch Hexabranchus sanguineus and Its Possible Sponge-Prey Acanthella cavernosa: Chiral Separation, Stereochemistry and Chemical Ecology.CHINESE JOURNAL OF CHEMISTRY,40(2),235-246.
MLA	Shen, Shou-Mao,et al."Nitrogenous Sesquiterpenoids from the South China Sea Nudibranch Hexabranchus sanguineus and Its Possible Sponge-Prey Acanthella cavernosa: Chiral Separation, Stereochemistry and Chemical Ecology".CHINESE JOURNAL OF CHEMISTRY 40.2(2022):235-246.