title: Synthesis, crystal structure and herbicidal activity of mimics of intermediates of the KARI reaction.
abstract: 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.
authors.affiliation: Elemento-Organic Chemistry Institute, State-Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
authors.forename: Bao-Lei
authors.initials: BL
authors.lastname: Wang
authors.forename: Ronald G
authors.initials: RG
authors.lastname: Duggleby
authors.forename: Zheng-Ming
authors.initials: ZM
authors.lastname: Li
authors.forename: Jian-Guo
authors.initials: JG
authors.lastname: Wang
authors.forename: Yong-Hong
authors.initials: YH
authors.lastname: Li
authors.forename: Su-Hua
authors.initials: SH
authors.lastname: Wang
authors.forename: Hai-Bin
authors.initials: HB
authors.lastname: Song
mesh_terms: 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
chemical_list: 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