Synthesis and Insecticidal Activity of Dehydroabietyl-1,2,4-triazole Schiff Base Derivatives
Two Series dehydroabietyl-1,2,4-triazole Schiff base derivatives were designed and synthesized based on the modification of the carboxyl group of dehydroabietic acid.All target compounds were verified by FT-IR,1H NMR,13 C NMR and LC-MS.The insecticidal activities of these compounds against Culex asiatica and Mythimna separate were evaluated through insect soaking method and leaf soaking method,respectively.The results showed that the modified dehydroabietyl-1,2,4-triazole derivatives had good insecticidal effects.Among them,compounds 3g,3i,3j,4b and 4c had a relatively good killing effect on C.asiatica within 48 hours(the corrected mortality rate all exceeded 90％),which was basically equivalent to the positive control dinotefuran(96.67％).The analysis of the active site of the target compounds by quantum chemical calculations showed that there was a certain relationship between insecticidal activity and the lowest unoccupied molecular orbital(LUMO)and molecular electrostatic potential(ESP)of the target compound.Particularly,the compounds containing electron withdrawing groups(F,Cl,and Br)exhibited better insecticidal activity.
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