Antibacterial hydroperoxysterols from Xanthosoma robustum

被引:53
作者
Kato, T
Frei, B
Heinrich, M
Sticher, O
机构
[1] ETH ZURICH,DEPT PHARM,CH-8057 ZURICH,SWITZERLAND
[2] INST PHARMACEUT BIOL,D-79104 FREIBURG,GERMANY
关键词
Xanthosoma robustum; araceae; hydroperoxides; antibacterial activity; 24-hydroperoxy-4 alpha,14 alpha-dimethylcholesta-8,26-dien-3 beta-ol; 25-hydroperoxy-4 alpha,14 alpha-dimethylcholesta-8,23-dien-3 beta-ol; 25-hydroperoxycycloart-23-en-3; beta-ol; 24-hydroperoxycycloart-25-en-3; 4 alpha,14 alpha-dimethylcholesta-8,24-dien-3 beta-ol; cycloartenol;
D O I
10.1016/0031-9422(95)00765-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 [生物化学与分子生物学]; 081704 [应用化学];
摘要
Three new hydroperoxysterols, 24-hydroperoxy-4 alpha,14 alpha-dimethylcholesta-8,25-dien-3 beta-ol, 25-hydroperoxy-4 alpha,14 alpha-dimethylcholesta-8,23-dien-3 beta-ol and 25-hydroperoxycycloart-23-en-3 beta-ol, have been isolated from the aerial parts of Xanthosoma robustum, besides 24-hydroperoxycycloart-25-en-3 beta-ol, 4 alpha, 14 alpha-dimethylcholesta-8,24-dien-3-beta-ol and cycloartenol. Additionally, the two new diols, 4 alpha,14 alpha-dimethylcholesta-8,25-dien-3 beta,24-diol and 4 alpha,14 alpha-dimethylcholesta-8,23-dien-3B,25-diol were obtained from the first two hydroperoxysterols, respectively, by reduction with triphenylphosphine. The structures have been defined by chemical and spectroscopic studies. The four hydroperoxysterols exhibited antibacterial acitivities against Escherichia coli, Bacillus subtilis and micrococcus luteus.
引用
收藏
页码:1191 / 1195
页数:5
相关论文
共 11 条
[1]
OCCURRENCE OF 24-EPIMERS OF CYCLOART-25-ENE-3-BETA,24-DIOLS IN THE STEMS OF EUPHORBIA-TRIGONA [J].
ANJANEYULU, V ;
RAO, GS ;
CONNOLLY, JD .
PHYTOCHEMISTRY, 1985, 24 (07) :1610-1612
[2]
ANJANEYULU V, 1985, PHYTOCHEMISTRY, V27, P2359
[3]
AN ANTIMICROBIAL ALKALOID FROM FICUS-SEPTICA [J].
BAUMGARTNER, B ;
ERDELMEIER, CAJ ;
WRIGHT, AD ;
RALI, T ;
STICHER, O .
PHYTOCHEMISTRY, 1990, 29 (10) :3327-3330
[4]
FREI B, 1994, MID PLANTS LOWLAND Z
[5]
GRECA MD, 1994, PHYTOCHEMISTRY, V35, P1017
[6]
A DIRECT BIOAUTOGRAPHIC TLC ASSAY FOR COMPOUNDS POSSESSING ANTIBACTERIAL ACTIVITY [J].
HAMBURGER, MO ;
CORDELL, GA .
JOURNAL OF NATURAL PRODUCTS, 1987, 50 (01) :19-22
[7]
HARREF AB, 1985, B SOC CHIM FR
[8]
Heinrich M., 1989, DISSERTATIONES BOT, V144
[9]
STUDIES OF C-13 NMR-SPECTRA OF C-13-ENRICHED CYCLOARTENOL BIOSYNTHESIZED FROM [1-C-13]-, [2-C-13]- AND [1,2-C-13(2)]-ACETATE - REVISED C-13 NMR SPECTRAL ASSIGNMENTS OF CYCLOARTENOL AND CYCLOARTANOL AND C-13 NMR SPECTRAL SUPPORT FOR THE GENERALLY ACCEPTED SKELETON FORMATION MECHANISM OF CYCLOARTENOL [J].
KAMISAKO, W ;
HONDA, C ;
SUWA, K ;
ISOI, K .
MAGNETIC RESONANCE IN CHEMISTRY, 1987, 25 (08) :683-687
[10]
BIOLOGICALLY-ACTIVE COMPOUNDS FROM THE EUPHORBIACEAE .2. 2 TRITERPENOIDS OF EUPHORBIA-CYPARISSIAS [J].
OKSUZ, S ;
GIL, RR ;
CHAI, HB ;
PEZZUTO, JM ;
CORDELL, GA ;
ULUBELEN, A .
PLANTA MEDICA, 1994, 60 (06) :594-596