Synthesis and Antimicrobial Activities of Some Novel Substituted Dihydropyrido[2,3-g]quinoline Candidates

Journal Article

Elsayed, Salwa F. Mohamed, Hanaa M. Hosni, Nehad A. Abdel Latif, Abd El-Galil E. Amr, and Elsayed A. . 2017

• Publication Work Type: Research Article
• Magazine \ Newspaper: Journal of Computational and Theoretical Nanoscience
• Issue Number: 11
• Volume Number: 14
• Pages: 5378–5385

Publication Abstract

A series of substituted pyridinium candidates 2–11 were synthesized and tested as antimicrobial activities by using 4,9-di(3-methoxyphenyl)-2,7-dioxo-1,2,5,6,7,10-hexahydropyrido[2,3-g]quinoline-3,8-dicarbonitrile (1) as starting material. Treatment of cyanopyridione 1 with ethyl chloroacetate afforded bis-ethyl ester derivative 2, which was fused with anthranilic acid to give oxazin-4-on-3,8-dicarbonitrile derivative 3. Condensation of 2 with hydrazine hydrate afforded acid hydrazide 4, which was refluxed with aromatic aldehydes in ethanol to give the corresponding hydrazone derivatives
5(a)–(c), respectively. The latter compounds 5(a)–(c) was condensed with thioglycollic acid to afford thiazolo derivatives 6(a)–(c), respectively. Reaction of hydrazide 4 with phenylisothiocyanate, ethyl acetoacetate or a mixture of glacial acetic acid and acetic anhydride to give compounds 7, 9 and 10, respectively. Compounds 7 or 10 were cyclized with chloroacetic acid or ethyl cyanoacetate to afford thiazolo-8 and pyridine 11 derivatives, respectively. Several products showed remarkable antimicrobial activities comparable with Streptomycin and Fusidic acid as standard drugs