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

文献类型：期刊论文

作者Shen, Shou-Mao1,2; Zhang, Zai-Yong1; Yao, Li-Gong1; Wang, Jian-Rong1; Guo, Yue-Wei1,3; Li, Xu-Wen1
刊名CHINESE JOURNAL OF CHEMISTRY
出版日期2022-01-15
卷号40期号:2页码:235-246
关键词Hexabranchus sanguineus Acanthella cavernosa Chiral separation Stereochemistry Chemical ecology
ISSN号1001-604X
DOI10.1002/cjoc.202100676
通讯作者Guo, Yue-Wei(ywguo@simm.ac.cn) ; Li, Xu-Wen(xwli@simm.ac.cn)
英文摘要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.
WOS关键词MACROLIDES ; ISOTHIOCYANATE ; DITERPENOIDS ; METABOLITES ; TERPENOIDS ; KALIHINOL
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
语种英语
WOS记录号WOS:000729067100001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/299217]  
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
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.

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来源：上海药物研究所

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