Synthesis, crystal structure and herbicidal activity of mimics of intermediates of the KARI reaction.
Two mimics of the intermediate in the reaction catalyzed by ketol-acid reductoisomerase (KARI) were synthesized. Their structures were established on the basis of elemental analyses, IR, 1H NMR and GC/mass detector. The crystal structure of compound 2 was found to be a substituted dioxane, formed by the condensation of two molecules. The two compounds showed some herbicidal activity on the basis of tests using rape root and barnyard grass growth inhibition. However, the herbicidal effect was weaker in greenhouse tests.
Wang
Bao-Lei
BL
Elemento-Organic Chemistry Institute, State-Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
Duggleby
Ronald G
RG
Li
Zheng-Ming
ZM
Wang
Jian-Guo
JG
Li
Yong-Hong
YH
Wang
Su-Hua
SH
Song
Hai-Bin
HB
D000429:Alcohol Oxidoreductases / Q000037:antagonists & inhibitors / Q000378:metabolism*; D001937:Brassica / Q000254:growth & development; D006540:Herbicides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006885:Hydroxybutyrates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D050540:Ketol-Acid Reductoisomerase; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D018517:Plant Roots / Q000254:growth & development; D006109:Poaceae / Q000254:growth & development; D036226:Seedlings / Q000254:growth & development; D013379:Substrate Specificity
D006540:Herbicides; D006885:Hydroxybutyrates; C501525:ethyl 3-hydroxy-2-oxobutanoate; C501524:ethyl 3-methyl-3-hydroxy-2-oxobutanoate; D000429:Alcohol Oxidoreductases; D050540:Ketol-Acid Reductoisomerase