Nguyen, H.H.; Nguyen, C.T.; Ngo, H.G.; Nguyen, G.T.T.; Thuy, P.T.; Setzer, W.N.; Chung, K.P.; Bui, H.M. Potential for Aedes Aegypti Larval Control and Environmental Friendliness of the Compounds Containing 2-Methyl-3,4-Dihydroquinazolin-4-One Heterocycle. ACS Omega 2023, doi:10.1021/acsomega.3c01686.
Nguyen, H.H.; Nguyen, C.T.; Ngo, H.G.; Nguyen, G.T.T.; Thuy, P.T.; Setzer, W.N.; Chung, K.P.; Bui, H.M. Potential for Aedes Aegypti Larval Control and Environmental Friendliness of the Compounds Containing 2-Methyl-3,4-Dihydroquinazolin-4-One Heterocycle. ACS Omega 2023, doi:10.1021/acsomega.3c01686.
Nguyen, H.H.; Nguyen, C.T.; Ngo, H.G.; Nguyen, G.T.T.; Thuy, P.T.; Setzer, W.N.; Chung, K.P.; Bui, H.M. Potential for Aedes Aegypti Larval Control and Environmental Friendliness of the Compounds Containing 2-Methyl-3,4-Dihydroquinazolin-4-One Heterocycle. ACS Omega 2023, doi:10.1021/acsomega.3c01686.
Nguyen, H.H.; Nguyen, C.T.; Ngo, H.G.; Nguyen, G.T.T.; Thuy, P.T.; Setzer, W.N.; Chung, K.P.; Bui, H.M. Potential for Aedes Aegypti Larval Control and Environmental Friendliness of the Compounds Containing 2-Methyl-3,4-Dihydroquinazolin-4-One Heterocycle. ACS Omega 2023, doi:10.1021/acsomega.3c01686.
Abstract
2-Methylquinazolin-4(3H)-one was prepared by reaction of anthranilic acid, acetic anhydride and ammonium acetate. The reaction of 2-methylquinazolin-4(3H)-one with N-aryl-2-chloroacetamides in acetone in the presence of potassium carbonate gave nine N-aryl-2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide compounds. The structures of these compounds were elucidated on the basis of their IR, 1H-NMR, 13C-NMR and HR-MS spectral data. These synthesized compounds containing the 2-methyl-3,4-dihydroquinazolin-4-one moiety exhibited excellent activity against Aedes aegypti mosquito larvae with LC50 values in the range of 2.085-4.201 μg/mL after 72 h exposure. Interestingly, these compounds did not exhibit toxicity to the non-target organism Diplonychus rusticus. In silico molecular docking revealed acetylcholine binding protein (AChBP) and acetylcholinesterase (AChE) to be potential molecular targets. These data indicated the larvicidal potential and environmental friendliness of these N-aryl-2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetamide derivatives.
Keywords
acetylcholine binding protein; acetylcholinesterase; green pesticide, molecular docking
Subject
Biology and Life Sciences, Agricultural Science and Agronomy
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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