Larvicidal isoxazoles: Synthesis and their effective susceptibility towards Aedes aegypti larvae |
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Authors: | Diana CB da Silva-Alves Janaína V dos Anjos Nery NM Cavalcante Geanne KN Santos Daniela Mdo AF Navarro Rajendra M Srivastava |
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Institution: | Departamento de Química Fundamental, Universidade Federal de Pernambuco, Cidade Universitária, 50740-560 Recife, PE, Brazil |
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Abstract: | Twenty 3,5-disubstituted isoxazoles have been synthesized and tested against fourth instar Aedes aegypti larvae. In the synthesis of title compounds, modifications have been made in the C-5 side-chain with a view to test their larvicidal activity. These isoxazoles have been obtained by 1,3-dipolar cycloaddition of arylnitrile oxides to terminal alkynes which furnished the desired products in 20% to 79% yields. A comparative study of the larvicidal activity between 3-(3-aryl-isoxazol-5-yl)-propan-1-ols and 3-(3-aryl-isoxazol-5-yl)-propionic acids clearly demonstrated that the latter compounds possess much better larvicidal activity than the former. We also tested two esters, viz., methyl 3-3-(phenyl)-isoxazole-5-yl] propionate and methyl 3-3-(4-chlorophenyl)-isoxazole-5-yl] propionate, where the latter presented an excellent larvicidal profile. |
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