Arborisidine and Arbornamine, Two Monoterpenoid Indole Alkaloids with New Polycyclic Carbon-Nitrogen Skeletons Derived from a Common Pericine Precursor

被引:52
作者
Wong, Suet-Pick [1 ]
Chong, Kam-Weng [1 ]
Lim, Kuan-Hon [2 ]
Lim, Siew-Huah [1 ]
Low, Yun-Yee [1 ]
Kam, Toh-Seok [1 ]
机构
[1] Univ Malaya, Fac Sci, Dept Chem, Kuala Lumpur 50603, Malaysia
[2] Univ Nottingham, Sch Pharm, Malaysia Campus,Jalan Broga, Semenyih 43500, Selangor, Malaysia
关键词
ABSOLUTE-CONFIGURATION; CYCLOPROPYL MOIETY; KOPSIA-TENUIS;
D O I
10.1021/acs.orglett.6b00478
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new monoterpene indole alkaloids, characterized by previously unencountered natural product skeletons, viz., arborisidine (1), incorporating indolizidine and cyclohexanone moieties fused to an indole unit, and arbornamine (2), incorporating an unprecedented 6/5/6/5/6 "arbornane" skeleton (distinct from the eburnan or tacaman skeleton), were isolated from a Malayan Kopsia arborea. The structures of the alkaloids were determined based on analysis of the NMR and MS data. Possible biogenetic pathways to these alkaloids from a common pericine precursor (3) are presented.
引用
收藏
页码:1618 / 1621
页数:4
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