Citation:
ZHENG Hui, LIU Yun-Kui, ZHAO Qing, XU Zhen-Yuan. Synthesis and Biological Activity of Fluorine-Substituted Pyridine-Heterocyclic Carboxylate Compounds[J]. Chinese Journal of Applied Chemistry,
;2010, 27(2): 164-168.
doi:
10.3724/SP.J.1095.2010.90164
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In the search of bioactive compounds,a series of fluorine-substituted pyridine-heterocyclic carboxylate compounds were synthesized with methyl fluoroacetate,cyanacetamide,ethyl formic ester,alcoholic and phenolic compounds via ring closure,chlorination,hydrolyzation,acylchloriration and esterification reactions. The overall yield was about 38%. All compounds were characterized by 1H NMR,13C NMR,IR,MS and elemental analysis. The preliminary bioassay results show that 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. Compound 1k had better bioactivity and exhibited 100% mortality against armyworm and culex mosquito at 500 mg/L. The preliminary structure-activity relationship results reveal that the title phenolic compounds have good bioactivities while the alcoholic compounds do not.
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Keywords:
- fluorinated compound,
- pyridine heterocycle,
- carboxylate,
- bioactivity
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