CONFIGURATIONAL ANALYSIS OF RHYNCHOPHYLLINE-TYPE OXINDOLE ALKALOIDS - ABSOLUTE CONFIGURATION OF CILIAPHYLLINE RHYNCHOCILINE SPECIONOXEINE ISOSPECIONOXEINE ROTUNDIFOLINE AND ISOROTUNDIFOLINE

被引:58
作者
TRAGER, WF
LEE, CM
PHILLIPSON, JD
HADDOCK, RE
DWUMABAD.D
BECKETT, AH
机构
[1] Department of Pharmacy, Chelsea College of Science and Technology, University of London, Chelsea
关键词
D O I
10.1016/0040-4020(68)88002-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
From a general configurational and conformational analysis of rhynchophyllinoid alkaloids, unique physical criteria are developed that differentiate between the 8 possible configurational types. The criteria are applied to 6 rhynchophylline-type alkaloids of unknown configurations and show that ciliaphylline, specionoxeine and isorotundifoline have the normal B configuration while rhynchociline, isospecionoxeine and rotundifoline have the normal A configuration. All 6 alkaloids have the C15Hα absolute stereochemistry. © 1968.
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页码:523 / +
页数:1
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