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Vol2 Paper 12

posted Aug 14, 2018, 2:34 AM by Yaseen Raouf Mohammed   [ updated Sep 4, 2018, 1:41 AM ]
 SYNTHESES AND ANTIBACTERIAL ACTIVITY OF SOME QUINOLONES CONJUGATED WITH COMARIN THROUGH AMINO ACID SPACER
 

 Narmin Hamaamin Hussen

 College of Pharmacy, University of Sulaimaniya, Iraq

 Ahlam Jamil Qasir

 College of Pharmacy, University of Baghdad, Iraq

 ABSTRACT
Quinolones were conjugated with 7-hydroxycoumarin via the amine group of amino acids by reaction hydrazide group of quinolones –amino acid derivatives with formyl group to carbon 8 of 7-hydroxy-4-methyl coumarin. Synthesis of amino acid methyl esters HCl [N1 and N2], by reaction of amino acid with thionyl chloride in methanol. Synthesis amide derivatives [N3- N6] by reaction amino acid methyl esters HCl [N1 and N2] with quinolones. The DCC/ HOBt coupling reagents used for peptide bond formation. Synthesis of hydrazide derivatives [N7- N10], by reaction [N3- N6] with hydrazine hydratein ethanol. Synthesis of 7-hydroxy -4-methyl coumarin [N11] was achieved by reaction of ethyl acetoacetate with resorcinol .Synthesis of 8-formyl-7-hydroxy-4- methyl coumarin [N12], was achieved by Duff reaction, which is used for synthesis of aromatic aldehyde with hexamine. Synthesis of Hydrazone Derivatives [N13- N16] was achieved by reaction compounds [N7- N10] with compound [N12] in the presence of ethanol.Structure elucidation was confirmed by spectrometric analysis using FT-IR, 13C-NMR and CHN elemental analyzer. Synthesized compounds have been found to exhibit considerable antibacterial activity in vitro. Among the quinolones-coumarin derivatives; compounds [N15&N16] showed the highest rate of inhibition against Staphylococcus aureus than Klebsiella pneumoniae.


Keywords:
Nalidixic acid; Ciprofloxacin; 7-Hydroxycoumarin; Amino acids; Antibacterial activity; DNA gyrase inhibitors.



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