Prenylated benzophenone derivatives from Caribbean Clusia species (Guttiferae).: Plukenetiones B-G and xerophenone A.

被引:87
作者
Henry, GE
Jacobs, H [1 ]
Carrington, CMS
McLean, S
Reynolds, WF
机构
[1] Univ W Indies, Dept Chem, Kingston 7, Jamaica
[2] Univ W Indies, Dept Chem & Biol Sci, Cave Hill, Barbados
[3] Univ Toronto, Dept Chem, Toronto, ON M5S 1A1, Canada
关键词
cage compounds; peroxide; pyrans; tautomerism;
D O I
10.1016/S0040-4020(98)01203-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six new prenylated benzophenone derivatives plukenetiones B-G (2-7) have been isolated from the fruits of the Barbadian plant Clusia plukenetii. These structures were elucidated by the use of 2D NMR spectroscopic methods. The regiochemistry of xerophenone A from Clusia portlandiana has been revised. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1581 / 1596
页数:16
相关论文
共 17 条
[1]   XANTHONES FROM GUTTIFERAE [J].
BENNETT, GJ ;
LEE, HH .
PHYTOCHEMISTRY, 1989, 28 (04) :967-998
[2]  
CARRINGTON S, 1993, WILD PLANTS BARBADOS, P69
[3]  
CHEN GF, 1990, TETRAHEDRON LETT, V31, P3413
[4]   LOW-BARRIER HYDROGEN-BONDS AND ENZYMATIC CATALYSIS [J].
CLELAND, WW ;
KREEVOY, MM .
SCIENCE, 1994, 264 (5167) :1887-1890
[5]  
DELLEMONACHE F, 1988, PHYTOCHEMISTRY, V27, P2305, DOI 10.1016/0031-9422(88)80148-1
[6]   Floral resins of Clusia spp: Chemical composition and biological function [J].
deOliveira, CMA ;
Porto, ALM ;
Bittrich, V ;
Vencato, I ;
Marsaioli, AJ .
TETRAHEDRON LETTERS, 1996, 37 (36) :6427-6430
[7]   A LOW-BARRIER HYDROGEN-BOND IN THE CATALYTIC TRIAD OF SERINE PROTEASES [J].
FREY, PA ;
WHITT, SA ;
TOBIN, JB .
SCIENCE, 1994, 264 (5167) :1927-1930
[8]   Is an extremely low-field proton signal in the NMR spectrum conclusive evidence for a low-barrier hydrogen bond? [J].
GarciaViloca, M ;
Gelabert, R ;
GonzalezLafont, A ;
Moreno, M ;
Lluch, JM .
JOURNAL OF PHYSICAL CHEMISTRY A, 1997, 101 (46) :8727-8733
[9]   AN EXPLANATION FOR RAPID ENZYME-CATALYZED PROTON ABSTRACTION FROM CARBON ACIDS - IMPORTANCE OF LATE TRANSITION-STATES IN CONCERTED MECHANISMS [J].
GERLT, JA ;
GASSMAN, PG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (24) :11552-11568
[10]   HIV INHIBITORY NATURAL-PRODUCTS .8. THE GUTTIFERONES, HIV-INHIBITORY BENZOPHENONES FROM SYMPHONIA-GLOBULIFERA, GARCINIA-LIVINGSTONEI GARCINIA-OVALIFOLIA AND CLUSIA-ROSEA [J].
GUSTAFSON, KR ;
BLUNT, JW ;
MUNRO, MHG ;
FULLER, RW ;
MCKEE, TC ;
CARDELLINA, JH ;
MCMAHON, JB ;
CRAGG, GM ;
BOYD, MR .
TETRAHEDRON, 1992, 48 (46) :10093-10102