Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

El-Zemity, Saad R.; E. Esmaiel, Kareem E.; I. Badawy, Mohamed E.

doi:10.21608/asejaiqjsae.2021.169608

Synthesis, Herbicidal Activity and Molecular Docking of some New Chloroacetamide Derivatives

Document Type : Original Article

Authors

¹ Department of Pesticide Chemistry and Technology, Faculty of Agriculture, 21545-El-Shatby, Alexandria University, Alexandria, Egypt. Phone: 002039575269; Fax: 002035972780; E-mail: Saad_elzemity@yahoo.com

² Pesticide Chemistry and Technology Department, Faculty of Agriculture, 21545-El-Shatby, Alexandria University, Alexandria, Egypt

10.21608/asejaiqjsae.2021.169608

Abstract

Four novel chloroacetamide derivatives were synthesized 2-Chloro-N-(2,4-dichlorobenzyl)-N-(3,5-dimethylphenyl)acetamide (2), 2-Chloro-N-(2,4-dichlorobenzyl)-N-(2,5-dichlorophenyl)acetamide (4), 2-Chloro-N-cinnamyl-N-(4-sulfamoylphenyl)acetamide (6) and 2-chloro-N-(2,5-dichlorophenyl)-N-(2-hydroxybenzyl)acetamide (8) and evaluated as herbicidal agents against two weed species; Anagallis arvensis as broad leaf weed and Lolium temulentum as a narrow weed in comparison with acetochlor as a standard herbicide. Mass spectra, ¹H-NMR and ¹³C-NMR had approved the chemical structures of the synthesized compounds. Depending on the estimation of chlorophyll content, compounds 4 and 2 have been characterized as the most potent, against tested weeds and had EC₅₀ values lower than acetochlor as standard herbicide. In addition, the molecular docking to the active sites of Very Long Chain Fatty Acid Synthase (VLCFAs) as a target enzyme shown that the derivatives gave minimal binding energy and acceptable affinity for the active site.

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