Mode of action of novel 2-(benzylamino)-4-methyl-6-(trifluoromethyl)-1,3,5-triazine herbicides:: Inhibition of photosynthetic electron transport and binding studies

被引:12
作者
Ohki, A [1 ]
Kuboyama, N
Koizumi, K
Tanaka, A
Sato, Y
Kohno, H
Böger, P
Wakabayashi, K
机构
[1] Tamagawa Univ, Fac Agr, Machida, Tokyo 1948610, Japan
[2] Tomono Agurica Co Ltd, Inst Chem, Shimada, Shizuoka 4270101, Japan
[3] Showa Coll Pharmaceut Sci, Machida, Tokyo 1948543, Japan
[4] Univ Konstanz, Lehrstuhl Physiol & Biochem Pflanzen, D-78434 Constance, Germany
关键词
(benzylamino)-1,3,5-triazines; D1-protein; binding partners; replacement; atrazine-resistant Chenopodium;
D O I
10.1021/jf990216o
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Novel 2-(benzylamino)-4-methyl-6-(trifluoromethyl)-1,3,5-triazines have the same 1,3,5-triazine skeleton as atrazine, although some of them, for example, 2-(3 -chlorobenzylamino)-4-methyl-6-(trifluoromethyl)-1,3,5-triazine [pI(50)(spinach) = 7.21], show a >3 times stronger photosynthetic electron transport inhibitory activity than atrazine [pI(50)(spinach) = 6.72]. The new triazines have only one amino group at the triazine ring, and their molecular shapes are different from atrazine. The replacement of the bound [C-14]atrazine by 1,3,5-triazines was tested to determine whether the novel 1,3,5-triazine analogues exhibit the same binding pattern at the D1-protein as atrazine. It was found that [C-14]atrazine bound to the D1-protein was replaced by the triazine tested by a clearly competitive interaction. Obviously, the novel 1,3,5-triazines are attached to the same binding niche as atrazine.
引用
收藏
页码:4398 / 4402
页数:5
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