Synthesis, characterization and antifungal evaluation of some novel quinoline derivatives derived from ethyl p-aminobenzoate

Sahar Balkat Al-juboorya; Ammar A. Razzak Mahmood Kubbab

Abstract

Synthesis, characterization and antifungal evaluation of some novel quinoline derivatives derived from ethyl p-aminobenzoate

Author(s): Sahar Balkat Al-juboorya and Ammar A. Razzak Mahmood Kubbab

Novel series of quinoline derivatives, compounds (4-6), have been synthesized by cyclization of ethyl paminobenzoate, formaldehyde, and pyruvic acid which affords,6-(ethoxycarbonyl) quinoline-4-carboxylic acid(1) followed by treatment with ethanol in acidic medium to yield diethyl quinoline 4,6-dicarboxylate (2), then addition of hydrazine hydrate to afford quinoline -4,6-dicarbohydrazide (3).This compound on condensation with the following: acetaldehyde in acidic medium, acetylacetone, and chloroacetic acid in the presence of anhydrous sodium acetate, furnished : N'4,N'6-diethylidenequinoline-4,6-dicarbohydrazide (4), quinoline-4,6-diylbis((3,5- dimethyl-1H-pyrazole-1-yl)methanone) (5), and 2,2'-(quinoline-4,6-diyl)bis(4,5-dihydro-6H-1,3,4--oxadiazin-6-one) (6), respectively. All the compounds were characterized by spectral studies. The synthesized derivatives were screened for their in vitro, antifungal activity against Aspergillus terrus and Aspergillus niger. Compound (1) showed the most potent antifungal activity against A. terreus.

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