Lycojaponicumins A-C, Three Alkaloids with an Unprecedented Skeleton from Lycopodium japonicum

被引:69
作者
Wang, Xiao-Jing [1 ,2 ]
Zhang, Gui-Jie [1 ,2 ]
Zhuang, Peng-Yu [1 ,2 ]
Zhang, Yan [1 ,2 ]
Yu, Shi-Shan [1 ,2 ]
Bao, Xiu-Qi [1 ,2 ]
Zhang, Dan [1 ,2 ]
Yuan, Yu-He [1 ,2 ]
Chen, Nai-Hong [1 ,2 ]
Ma, Shuang-gang [1 ,2 ]
Qu, Jing [1 ,2 ]
Li, Yong [1 ,2 ]
机构
[1] Chinese Acad Med Sci, State Key Lab Bioact Subst & Funct Nat Med, Inst Mat Med, Beijing 100050, Peoples R China
[2] Peking Union Med Coll, Beijing 100050, Peoples R China
关键词
FAWCETTIMINE-RELATED ALKALOIDS; (+)-FAWCETTIDINE; MACROPHAGES; COMPOUND; THUNB;
D O I
10.1021/ol3009478
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Lycojaponicumins A-C (1-3), three trace alkaloids isolated from Lycopodium japonicum, represent a unique heterocyclic skeleton formed by the new linkage C4-C9. Notably, lycojaponicumins A and B (1 and 2) are the first examples of natural products possessing a 5/5/5/5/6 pentacyclic ring system with a 1-aza-7-oxabicyclo[2.2.1]heptane moiety. These structures were elucidated by spectroscopic methods and X-ray diffraction analysis. A plausible biogenetic pathway was proposed.
引用
收藏
页码:2614 / 2617
页数:4
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