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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

New Hydrazide-hydrazone Derivatives of Quinoline 3-Carboxylic Acid Hydrazide: Synthesis, Theoretical Modeling and Antibacterial Evaluation

Author(s): Ihsan Shabeeb, Luay Al-Essa, Majed Shtaiwi, Eveen Al-Shalabi*, Eyad Younes, Rouzi Okasha and Mohammad Abu Sini

Volume 16, Issue 5, 2019

Page: [430 - 436] Pages: 7

DOI: 10.2174/1570178616666181227122326

Price: $65

Abstract

A series of biologically active 3-quinoline carboxylic acid hydrazide-hydrazones has been synthesized from 3-quinoline carboxylic acid hydrazide and a variety of aldehydes, with moderate to good yields. The chemical structures of the new products were confirmed by elemental analysis, IR, and 1H NMR, 13C NMR spectral data. The structural and frontier molecular orbital (FMO) properties and the density functional theory (DFT) calculations were conducted for the new compounds. The new hydrazide-hydrazones exhibited low to moderate antibacterial activity against Staphylococcus aureus and Esherichia coli in comparison with gentamycin. Among the tested compounds, compounds 9 and 13 were found to be the most active. Phthalimide derivative 2 of 3-quioline carboxylic acid hydrazide showed remarkable antibacterial activity.

Keywords: Hydrazide-Hydrazone, quinoline 3-Carboxylic acid, antibacterial activity, theoretical study, DFT, FMO.

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