A series of novel anthranilic diamides analogues(9a-9t)containing trifluoroethoxyl pyrazole moiety was designed and synthesized and their insecticidal bioactivities against Mythimna separata(Walker,M.separata)and Plut...A series of novel anthranilic diamides analogues(9a-9t)containing trifluoroethoxyl pyrazole moiety was designed and synthesized and their insecticidal bioactivities against Mythimna separata(Walker,M.separata)and Plutellaxylostella(P.xylostella)were evaluated.The structures of the title compounds were confirmed by^(1)H NMR,^(13)C NMR and HRMS.Preliminary insecticidal activities showed that some of the title compounds possessed good to excellent bioactivities towards M.separata and P.xylostella.Compounds 9c and 9t exhibited 100%mortality rate against M.separate at 0.2 mg/L.For the P.xylostella,the synthesized compounds(9c-9e,9i and 9o)showed 70%,80%,75%,65%and 60%insecticidal activities at 1×10^(−6)mg/L,respectively,higher than that of chlorantraniliprole(0).Based on excellent insecticidal activities,the mode of the action was tested by the calcium-imaging technique,the results of which demonstrated that the novel compounds shared the same target with chlorantraniliprole.The binding pose of the most active compound 9t in RyRs of P.xylostella was predicted by molecular docking,which showed that compound 9t interacted with the residues Glu140(A)and His147(A)via hydrogen bond.展开更多
In order to find a new variety of ryanodine receptor(RyR)regulator with greater biological activity,a se-ries of anthranilic diamide derivatives possessing pyrrole structure was designed and synthesized in this study....In order to find a new variety of ryanodine receptor(RyR)regulator with greater biological activity,a se-ries of anthranilic diamide derivatives possessing pyrrole structure was designed and synthesized in this study.The pyrrole derivatives were evaluated for their insecticidal activity against Mythimna separata and Plutella xylostella.As indicated by the preliminary biological activities,compounds 12h-12j and 121-12n exhibited a remarkable in-secticidal activity against M.separata at 0.25 mg/L.Compared to control chlorantraniliprole.compound 12i exhibited more excellent insecticidal activity at 0.1 mg/L.Meanwhile,compounds 12c,12h,12i.12j.121,and 12m were selected to test the insecticidal activity against P xylostella,which led to the desirable insecticidal activity at 1x103 mg/L.Notably,compound 121 demonstrated 47%insecticidal activity at 5×10^(-6) mg/L over the control.In addition,the biological mechanism of action of compound 12i was investigated by means of insect clectrophysiology experiment.展开更多
基金This work was supported by the National Key Research and Development Program of China(Nos.2018YFD0200100,2017YFD0200505)the National Natural Science Foundation of China(Nos.31972287,21602118).
文摘A series of novel anthranilic diamides analogues(9a-9t)containing trifluoroethoxyl pyrazole moiety was designed and synthesized and their insecticidal bioactivities against Mythimna separata(Walker,M.separata)and Plutellaxylostella(P.xylostella)were evaluated.The structures of the title compounds were confirmed by^(1)H NMR,^(13)C NMR and HRMS.Preliminary insecticidal activities showed that some of the title compounds possessed good to excellent bioactivities towards M.separata and P.xylostella.Compounds 9c and 9t exhibited 100%mortality rate against M.separate at 0.2 mg/L.For the P.xylostella,the synthesized compounds(9c-9e,9i and 9o)showed 70%,80%,75%,65%and 60%insecticidal activities at 1×10^(−6)mg/L,respectively,higher than that of chlorantraniliprole(0).Based on excellent insecticidal activities,the mode of the action was tested by the calcium-imaging technique,the results of which demonstrated that the novel compounds shared the same target with chlorantraniliprole.The binding pose of the most active compound 9t in RyRs of P.xylostella was predicted by molecular docking,which showed that compound 9t interacted with the residues Glu140(A)and His147(A)via hydrogen bond.
基金Supported by the National Key Research and Development Program of China(Nos.2018YFD0200100,2017YFD0200505)the National Natural Science Foundation of China(Nos.31972287,21602118).
文摘In order to find a new variety of ryanodine receptor(RyR)regulator with greater biological activity,a se-ries of anthranilic diamide derivatives possessing pyrrole structure was designed and synthesized in this study.The pyrrole derivatives were evaluated for their insecticidal activity against Mythimna separata and Plutella xylostella.As indicated by the preliminary biological activities,compounds 12h-12j and 121-12n exhibited a remarkable in-secticidal activity against M.separata at 0.25 mg/L.Compared to control chlorantraniliprole.compound 12i exhibited more excellent insecticidal activity at 0.1 mg/L.Meanwhile,compounds 12c,12h,12i.12j.121,and 12m were selected to test the insecticidal activity against P xylostella,which led to the desirable insecticidal activity at 1x103 mg/L.Notably,compound 121 demonstrated 47%insecticidal activity at 5×10^(-6) mg/L over the control.In addition,the biological mechanism of action of compound 12i was investigated by means of insect clectrophysiology experiment.
