2 NEW 9,11-SECOSTEROLS FROM THE MARINE SPONGE SPONGIA-OFFICINALIS - SYNTHESIS OF 9,11-SECO-3-BETA,6-ALPHA,11-TRIHYDROXY-5-ALPHA-CHOLEST-7-EN-9-ONE

被引:32
作者
MIGLIUOLO, A [1 ]
PICCIALLI, V [1 ]
SICA, D [1 ]
机构
[1] NAPLES UNIV,DIPARTIMENTO CHIM ORGAN & BIOL,VIA MEZZOCANNONE 16,I-80134 NAPLES,ITALY
关键词
STEROLS; 9,11-SECOSTEROLS; 9,11-SECO-3-BETA,6-ALPHA,11-TRIHYDROXY-5-ALPHA-CHOLEST-7-EN-9-ONE; 9,11-SECO-3-BETA,6-ALPHA,11-TRIHYDROXY-24-METHYLENE-5-ALPHA-CHOLEST-7-EN-9-ONE; SYNTHESIS; H-1 NUCLEAR MAGNETIC RESONANCE; C-13 NUCLEAR MAGNETIC RESONANCE; 2-DIMENSIONAL NUCLEAR MAGNETIC RESONANCE CORRELATION SPECTROSCOPY;
D O I
10.1016/0039-128X(92)90054-D
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two new 9,11-secosterol, 9,11-seco-3-beta,6-alpha,11-trihydroxy-5-alpha-cholest-7-en-9-one (2) and 9,11-seco-3-beta,6-alpha,11-trihydroxy-24-methylene-5-alpha-cholest-7-en-9-one (3), have been isolated from the marine sponge Spongia officinalis and their structures elucidated by analysis of spectral data including H-1 nuclear magnetic resonance correlation spectroscopy (COSY) experiments. Partial synthesis of 2 starting from 3-beta,6-alpha-dihydroxy-9-oxo-9,11-seco-5-alpha-cholest-7-en-11-al(1) confirmed the structure assignment.
引用
收藏
页码:344 / 347
页数:4
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