The inhibitory activity of natural products on plant p-hydroxyphenylpyruvate dioxygenase

被引:164
作者
Meazza, G
Scheffler, BE
Tellez, MR
Rimando, AM
Romagni, JG
Duke, SO
Nanayakkara, D
Khan, IA
Abourashed, EA
Dayan, FE
机构
[1] ARS, USDA, Nat Prod Utilizat Res Unit, University, MS 38677 USA
[2] Univ Mississippi, Sch Pharm, Natl Ctr Dev Nat Prod, University, MS 38677 USA
[3] Isagro Ric Srl, I-28100 Novara, Italy
关键词
herbicide; HPPD; mode of action; natural products; phytotoxins; structure-activity relationships; benzoquinone; naphthoquinone; triketone;
D O I
10.1016/S0031-9422(02)00121-8
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
The inhibitory activity of 34 natural products of various structural classes on hydroxyphenylpyruvate dioxygenase (HPPD), the target site for triketone herbicides, and the mode of interaction of selected natural products were investigated. Recombinant HPPD from arabidopsis is sensitive to several classes of natural compounds including, in decreasing order of sensitivity, triketones, benzoquinones, naphthoquinones and anthraquinones. The triketone natural products acted as competitive tight-binding inhibitors, whereas the benzoquinones and naphthoquinones did not appear to bind tightly to HPPD. While these natural products may not have optimal structural features required for in vivo herbicidal activity, the differences in their kinetic behavior suggest that novel classes of HPPD inhibitors may be developed based on their structural backbones. (C) 2002 Published by Elsevier Science Ltd.
引用
收藏
页码:281 / 288
页数:8
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