The synthesis and biosynthesis of phytoalexins produced by cruciferous plants

被引:70
作者
Pedras, MSC [1 ]
Jha, M [1 ]
Ahiahonu, PWK [1 ]
机构
[1] Univ Saskatchewan, Dept Chem, Saskatoon, SK S7N 5C9, Canada
关键词
D O I
10.2174/1385272033486242
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Phytoalexins are induced chemical defenses produced by plants in response to diverse forms of stress, including microbial attack. Although phytoalexins from over 30 different plant families have been isolated since Muller first proposed this term in 1940, crucifers were the first plants reported to produce phytoalexins containing sulfur and nitrogen. Most of the cruciferous phytoalexins are biogenetically derived from tryptophan but have rather different chemical structures as well as biological activities. The relatively large amounts of phytoalexins currently required for a diversity of chemical and biological studies are usually obtainable through synthesis, as isolation from plants is difficult and very time consuming, Herein we review work reporting the chemical structures, syntheses, and biosyntheses of cruciferous phytoalexins and present new perspectives on the potential applications of these compounds and analogs.
引用
收藏
页码:1635 / 1647
页数:13
相关论文
共 73 条
[1]  
ACHESON RM, 1984, J CHEM RES-S, P101
[2]   SYNTHESIS OF CAMALEXIN AND RELATED PHYTOALEXINS [J].
AYER, WA ;
CRAW, PA ;
MA, YT ;
MIAO, SC .
TETRAHEDRON, 1992, 48 (14) :2919-2924
[3]  
BAILEY JA, 1982, PHYTOALEXINS, P334
[4]   PHYTOALEXINS [J].
BROOKS, CJW ;
WATSON, DG .
NATURAL PRODUCT REPORTS, 1985, 2 (05) :427-459
[5]   THE CAMALEXINS - NEW PHYTOALEXINS PRODUCED IN THE LEAVES OF CAMELINA-SATIVA (CRUCIFERAE) [J].
BROWNE, LM ;
CONN, KL ;
AYER, WA ;
TEWARI, JP .
TETRAHEDRON, 1991, 47 (24) :3909-3914
[6]  
DEVERALL BJ, 1982, PHYTOALEXINS, P294
[7]   BRASSILEXIN, A NOVEL SULFUR-CONTAINING PHYTOALEXIN FROM BRASSICA-JUNCEA L, (CRUCIFERAE) [J].
DEVYS, M ;
BARBIER, M ;
LOISELET, I ;
ROUXEL, T ;
SARNIGUET, A ;
KOLLMANN, A ;
BOUSQUET, JF .
TETRAHEDRON LETTERS, 1988, 29 (49) :6447-6448
[8]  
DEVYS M, 1992, Z NATURFORSCH C, V47, P318
[9]   A SIMPLE SYNTHESIS OF BRASSILEXIN, A CRUCIFERAE PHYTOALEXIN [J].
DEVYS, M ;
BARBIER, M .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1993, 25 (03) :344-346
[10]   OXIDATIVE RING CONTRACTION OF THE PHYTOALEXIN CYCLOBRASSININ - A WAY TO BRASSILEXIN [J].
DEVYS, M ;
BARBIER, M .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (10) :2856-2857