Using natural product aspernigerin as the lead compound, fifteen new compounds were designed and synthesized by replaced one 1,2,3,4-tetrahydroquinoline group of aspernigerin with aromatic amine. Those structures were confirmed by ¹H NMR, IR spectra and elemental analysis. The preliminary bioassay showed that most of the compounds exhibited certain fungicidal activities and insecticidal activities. In particular, compound 2n showed the most potent bioactivity against Plutella xylostella with the rate of 100% at the concentration of 200 μg/mL, better than aspernigerin and commercial insecticide thiamethoxam, and compounds 2d, 2e, 2j, 2k showed higher inhibition effects against Botrytis cinerea than aspernigerin.

Key words: aspernigerin, analogues, synthesis, 1,2,3,4-tetrahydroquinoline, aromatic amine, bioactivity