THE ALKALOIDS OF MARGARITARIA-INDICA .2. THE STRUCTURES OF 4-EPIPHYLLANTHINE, MARGARITARINE AND THE STRUCTURAL REVISION OF SECURINOL-A

被引:39
作者
ARBAIN, D [1 ]
BIRKBECK, AA [1 ]
BYRNE, LT [1 ]
SARGENT, MV [1 ]
SKELTON, BW [1 ]
WHITE, AH [1 ]
机构
[1] UNIV WESTERN AUSTRALIA,DEPT CHEM,NEDLANDS,WA 6009,AUSTRALIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 08期
关键词
D O I
10.1039/p19910001863
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Extraction of the bark of Margaritaria indica has yielded the new alkaloids (4-alpha)-4-methoxysecurinan-11-one 3 and 3-{N-[(2-alpha, 15-alpha)-14, 15-dihydro-11-oxosecurinan-15-yl]-2-aminoethyl}-1H-indole 10. Their structures followed from their spectroscopic properties. High field NMR spectra for the known Securinega alkaloids (4-beta)-4-methoxysecurinan-11-one 2 and (2-alpha,4-alpha)-4-methoxysecurinan-11-one 5 were recorded and interpreted. The structure of the known alkaloid securinol A is revised to 17 as a result of an X-ray crystal structure determination of its hydrobromide.
引用
收藏
页码:1863 / 1869
页数:7
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