Synthesis and Antifeedant Activity of 4β-Halogenated- 4-deoxypodophyllotoxin and 4β-Amino-4-deoxypodophyllotoxin

Three 4β-halogenated- 4-deoxypodophyllotoxin and four 4β-amino- 4-deoxypodophyllotoxin analogues were synthesized, and their structures were confirmed by IR, MS, 1H NMR and elemental analysis. The 24 h and 48 h antifeedant activities against the 3rd larvae of Mythimna separate were assayed with leaf-disk method. The bioassay results showed that the activity of 4β-halogenated- 4-deoxypodophyllotoxin analogues were higher than its amino ones, podophyllotoxin(PPT) and control compounds deoxypodophyllotoxin(DPPT). The 4β-Br- 4-deoxypodophyllotoxin exhibited the highest vatives activity among synthesized compounds,and its 24 h and 48 h AFC50(concentration for 50% antifeedant activity) were 280.8 mg/L and 392.9 mg/L,3.43 and 1.90 times of PPT, 2.46 and 1.57 times of DPPT, respectively. The activities of 4β-amino derivatives were decreased,and 4β-N3 - 4-deoxypodophyllotoxin was the lowest one among them.