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学科主题: Chemistry, Organic
题名: N-N-Coupled Indolo-sesquiterpene Atropo-Diastereomers from a Marine-Derived Actinomycete
作者: Zhang, QB ; Mandi, A ; Li, SM ; Chen, YC ; Zhang, WJ ; Tian, XP ; Zhang, HB ; Li, HX ; Zhang, WM ; Zhang, S ; Ju, JH ; Kurtan, T ; Zhang, CS
通讯作者: kurtan.tibor@science.unideb.hu ; czhang2006@gmail.com
关键词: Natural products ; Terpenoids ; Xiamycin ; Atropisomerism ; Configuration determination ; Density functional calculations
刊名: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
发表日期: 2012
期: 27, 页:5256-5262
部门归属: [Mandi, Attila; Kurtan, Tibor] Debrecen Univ Med, Dept Organ Chem, H-4010 Debrecen, Hungary; [Zhang, Qingbo; Li, Sumei; Zhang, Wenjun; Tian, Xinpeng; Zhang, Haibo; Li, Huixian; Zhang, Si; Ju, Jianhua; Zhang, Changsheng] Chinese Acad Sci, Key Lab Marine Bioresources Sustainable Utilizat, RNAM Ctr Marine Microbiol, Guangdong Key Lab Marine Mat Med,S China Sea Inst, Guangzhou 510301, Guangdong, Peoples R China; [Zhang, Qingbo] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China; [Chen, Yuchan; Zhang, Weimin] Guangdong Inst Microbiol, Guangzhou 510070, Guangdong, Peoples R China
项目归属: LMB
摘要: Four new indolo-sesquiterpenes dixiamycins A (1) and B (2), oxiamycin (3), and chloroxiamycin (4) were isolated from a marine-derived Actinomycete and characterized, together with the known compound xiamycin A (5). Dixiamycins A (1) and B (2) are the first examples of atropisomerism of naturally occurring N-N-coupled atropo-diastereomers, with a dimeric indolo-sesquiterpene skeleton and a stereogenic N-N axis between sp3-hybridized nitrogen atoms. Solution TDDFT ECD calculations were utilized to ascertain the axial chirality of 1 and 2, and rotational barriers and transitions states of the inversion were calculated. Oxiamycin (3) contains a seven-membered 2,3,4,5-tetrahydrooxepine ring. The two dimeric compounds 1 and 2 showed better antibacterial activities than the monomers 35.
语种: 英语
WOS记录号: WOS:000308580800016
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内容类型: 期刊论文
URI标识: http://ir.scsio.ac.cn/handle/344004/9818
Appears in Collections:中科院海洋生物资源可持续利用重点实验室_期刊论文

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Recommended Citation:
Zhang, QB; Mandi, A; Li, SM; Chen, YC; Zhang, WJ; Tian, XP; Zhang, HB; Li, HX; Zhang, WM; Zhang, S; Ju, JH; Kurtan, T; Zhang, CS.N-N-Coupled Indolo-sesquiterpene Atropo-Diastereomers from a Marine-Derived Actinomycete,EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2012,(27):5256-5262
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文件名: N-N-Coupled Indolo-sesquiterpene Atropo-Diastereomers from a Marine-Derived Actinomycete.pdf
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