Study On The Synthesis And Bioactivity Of Philanthotoxin Analogs

The synthesis of a series of Philanthotoxin analogs is studied. The synthetic compoundsare tested onthe growth and development against 2nd instar larvae Ectropis obliqua Prout. And their poison effectsagainst 2nd instar larvae Ectropis obliqua and Helicoverpa armigeraHubner are measured. Two essentialsectionsareincludedasfollowing:1. The synthesis and bioactivity of four imidazole derivates: In this thesis, four Philanthotoxinanalogs have been synthesized by the raw material of 4-nitro-2-trichloroacetyl-methylimidazole.Through1H NMR (NuclearMagnetic Resonance) and API-MS (Mass Spectrum), their chemical structuresaredecided.Trialsunderlaboratoryconditionindicated that thefourcompoundsallhavea badlevelof bioactivity.At the 16×10³ mg·L^-1 dosage, the poison effect ofcompound 6aagainst 2nd instartea geometrid larvae isonly 60.97% whose effect is the best one,6 d after treatment. The LC50 of compound 6a on 2nd instarlarvae was 8.987×10³ mg·L^-1. At the 8×10³ mg·L^-1 dosage, the larval weight (81.0 mg) and the pupalweight (92.4 mg) were decreased by compound 6b to 46.8 mg and 57.0 mg, respectively. Compound 6a,6c, 6d have no significant difference with control;the pupation rate and the emergence rate of compound6a are39.03%and89.10%,respectively. Compound6b,6c, 6dhavenosignificant effect.2. The synthesis and poison effect of compound 12: Compound 12 have been synthesized by therawmaterialof 1,6-hexanediamine. Through1HNMR,theirchemicalstructuresaredecided.Thedeathrateto cottonbollworm(lepidopterousinsect)ismeasured.Atthe8×10³mg·L^-1 dosage,thepoisoneffectofcompound 12against2ndinstarlarvae is57.3%,3daftertreatment.