Oxindoles from Phalaris coerulescens

被引:111
作者
Anderton, N
Cockrum, PA
Colegate, SM
Edgar, JA
Flower, K
Vit, I
Willing, RI
机构
[1] CSIRO, Plant Toxins Unit, Div Anim Hlth, Australian Anim Hlth Lab, Geelong, Vic 3220, Australia
[2] Kybybolite Res Ctr, Kybybolite, SA 5262, Australia
[3] CSIRO, Div Chem & Polymers, Rosebank MDC, Clayton, Vic 3169, Australia
关键词
Phalaris coerulescens; Gramineae; leaves; oxindoles; coerulescine; horsfiline; demethoxyhorsfiline;
D O I
10.1016/S0031-9422(97)00946-1
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
A phytochemical examination of various accessions of Phalaris coerulescens for the presence of toxic phenylethylamines, indoloamines and tetrahydro-beta-carbolines revealed the presence of oxindoles previously not reported to occur in Phalaris species. One of the oxindoles, the structure of which was elucidated by spectroscopic methods, has not hitherto been reported to occur naturally and has been given the;trivial name coerulescine. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:437 / 439
页数:3
相关论文
共 11 条
[1]  
ANDERTON N, 1994, PLANT-ASSOCIATION TOXINS, P269
[2]  
BASCOP SI, 1994, HETEROCYCLES, V38, P725
[3]  
BOURKE CA, 1994, PLANT-ASSOCIATION TOXINS, P523
[4]  
CHEEKE PR, NATURAL TOXICANTS FE, P275
[5]  
GANDER JE, 1979, PHYTOCHEMISTRY, V15, P737
[6]   HORSFILINE, AN OXINDOLE ALKALOID FROM HORSFIELDIA-SUPERBA [J].
JOSSANG, A ;
JOSSANG, P ;
HADI, HA ;
SEVENET, T ;
BODO, B .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (23) :6527-6530
[7]   POISONING OF CATTLE GRAZING A LOW-ALKALOID CULTIVAR OF PHALARIS-AQUATICA, SIROLAN [J].
KENNEDY, DJ ;
CREGAN, PD ;
GLASTONBURY, JRW ;
GOLLAND, DT ;
DAY, DG .
AUSTRALIAN VETERINARY JOURNAL, 1986, 63 (03) :88-89
[8]   STUDIES IN BIOMIMETIC ALKALOID SYNTHESES .2. SYNTHESIS OF VINCADIFFORMINE FROM TETRAHYDRO-BETA-CARBOLINE THROUGH A SECODINE INTERMEDIATE [J].
KUEHNE, ME ;
ROLAND, DM ;
HAFTER, R .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (19) :3705-3710
[9]  
ORAM R. N., 1970, Proceedings 11th int. Grassld Congr., Surfers Paradise, 1970, P785
[10]   SYNTHESIS OF THE OXINDOLE ALKALOID (-)-HORSFILINE [J].
PELLEGRINI, C ;
STRASSLER, C ;
WEBER, M ;
BORSCHBERG, HJ .
TETRAHEDRON-ASYMMETRY, 1994, 5 (10) :1979-1992