Inhibition of gibberellin 3β-hydroxylase by novel acylcyclohexanedione derivatives

被引:6
作者
Brown, RGS [1 ]
Yan, L [1 ]
Beale, MH [1 ]
Hedden, P [1 ]
机构
[1] Univ Bristol, Long Ashton Res Stn, Dept Agr Sci, IACR, Bristol BS18 9AF, Avon, England
基金
英国生物技术与生命科学研究理事会;
关键词
Cucurbita maxima; Cucurbitaceae; pumpkin; gibberellin; 2-oxoglutarate-dependent dioxygenase; inhibitors; growth retardants; 2-acyl-5-carboxycyclohexane-1,3-diones;
D O I
10.1016/S0031-9422(97)00575-X
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 2-acyl-5-carboxycyclohexane-1,3-diones are plant growth retardants which are believed to act by competing with the natural co-substrate, 2-oxoglutarate, at the active site of dioxygenases involved in the later stages of the biosynthesis of the gibberellin (GA) plant hormones. A number of 2-acyl-carboxycyclohexanediones and related compounds were synthesized and compared with pyridine dicarboxylic acids and hydroxybenzoic acids as inhibitors of a GA 3 beta-hydroxylase from Cucurbita maxima endosperm. The most effective inhibitors of this enzyme possessed a 1,3-dioxo-2-acylcyclohesane-5-carboxylic acid structure. The nature of the 2-acyl group had a relatively minor effect on the potency of enzyme inhibition in vitro. A related chloro-substituted compound was shown to be a potential affinity label for this GA hydroxylase. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:679 / 687
页数:9
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