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- Title
Design, Synthesis, and Safener Activity of Novel Methyl (R)-N-Benzoyl/Dichloroacetyl- Thiazolidine-4-Carboxylates.
- Authors
Zhao, Li-Xia; Wu, Hao; Zou, Yue-Li; Wang, Qing-Rui; Fu, Ying; Li, Chun-Yan; Ye, Fei
- Abstract
A series of novel methyl (R)-N-benzoyl/dichloroacetyl-thiazolidine-4-carboxylates were designed by active substructure combination. The title compounds were synthesized using a one-pot route from L-cysteine methyl ester hydrochloride, acyl chloride, and ketones. All compounds were characterized by IR, ¹H NMR, 13C NMR, and HRMS. The structure of 4q was determined by X-ray crystallography. The biological tests showed that the title compounds protected maize from chlorimuron-ethyl injury to some extent. The ALS activity assay showed that the title compounds increased the ALS activity of maize inhibited by chlorimuron-ethyl. Molecular docking modeling demonstrated that Compound 4e competed against chlorimuron-ethyl to combine with the herbicide target enzyme active site, causing the herbicide to be ineffective.
- Subjects
CARBOXYLATES; HERBICIDE safeners; CHLORIMURON; CYSTEINE; X-ray crystallography
- Publication
Molecules, 2018, Vol 23, Issue 1, p155
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules23010155