Abstract:

In the search of bioactive compounds, a series of fluorine-substituted pyridine- heterocyclic carboxylate compounds were synthesized starting with methyl fluoroacetate, cyanacetamide, ethyl formic ester, alcoholic and phenolic compounds via ring closure, chlorination, hydrolyzation, acylchloriration and esterification reaction. The overall yield was about 38%. All compounds were characterized by ¹H NMR, ¹³C NMR, IR, MS and elemental analysis. The preliminary bioassay results showed that some compounds 1e, 1i, 1j and 1k exhibited 61.9%-100% mortality against culex mosquito at 500 mg/L and little inhibition against several tested fungi. The compound 1k had better bioactivity and exhibited 100% mortality against armyworm and culex mosquito at 500 mg/L. Preliminary structure-activity relationship results revealed that the phenolic title compounds had good bioactivities while the alcoholic compounds do not.

Key words: fluorinated compound,pyridine heterocycle,carboxylate,bioactivity