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Hydrazones of 2-aryl-quinoline-4-carboxylic acid hydrazides: Synthesis and preliminary evaluation as antimicrobial agents
Faculty
Pharmacy
Year:
2006
Type of Publication:
Article
Pages:
8675-8682
Authors:
Metwally, Kamel A, Lashine, El-Sayed M, Abdel-Aziz, Lobna M, Hussemy, Mohamed I, Badawy, Rania H
DOI:
10.1016/j.bmc.2006.08.022
Journal:
BIOORGANIC \& MEDICINAL CHEMISTRY PERGAMON-ELSEVIER SCIENCE LTD
Volume:
14
Research Area:
Biochemistry \& Molecular Biology; Pharmacology \& Pharmacy; Chemistry
ISSN
ISI:000242454700053
Keywords :
Pfitzinger reaction, 2-arylquinoline-4-carboxylic acids, hydrazones, antimicrobial activity
Abstract:
A new series of 2-arylquinoline-4-carboxylic acid hydrazide-hydrazones was synthesized using an appropriate synthetic route. All the target compounds were evaluated for their in vitro antimicrobial activity against Staphylococcus aureus as an example for Gram-positive bacteria, Escherichia coli as an example for Gram-negative bacteria, and Candida albicans as a representative of fungi. The minimum inhibitory concentration (MIC) was determined for test compounds as well as for reference standards. Among the compounds tested, compounds having nitro substituents at the arylidene moiety showed the most potent antifungal as well as antibacterial activities against E coli. Compound 23 displayed an antifungal activity comparable to that of nystatin. However, none of the compounds demonstrated any antibacterial activity against S. aureus. Hydrophobicity of the target compounds correlated weakly with their antibacterial and antifungal activities. The most potent compounds namely, 7, 18, 19, 22, and 23 were assessed for hemolytic toxicity and found to be non-hemolytic up to a concentration of 100 mu g/mL. In addition, the most potent compound (23) was evaluated for in vitro cytotoxic activity against various cancer cell lines. This compound was found to display no cytotoxic activity but rather it induces the proliferation rate of Hep-G2 cells. (c) 2006 Elsevier Ltd. All rights reserved.
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