Synthesis and Biological Activity of Some New N1-(6-fluoro-4-oxoquinolin- 8-yl)amidrazones

Author(s): Mohammed M. Abadleh, Mustafa M. El-Abadelah, Salim S. Sabri, Qasem M.A. Abdallah, Abdelrahman Nasr, Mohamed F. El-Badawy.

Journal Name: Letters in Organic Chemistry

Volume 11 , Issue 9 , 2014

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Abstract:

A selected set of new N 1- (6-fluoro-4-oxoquinolin-8-yl)amidrazone-3-carboxylates (8a_e) incorporating Npiperazines and related congeners has been synthesized by reacting the hydrazonoyl chloride, derived from 8-amino-6- fluoro-4-oxoquinloine-3-carboxylate, with the appropriate sec-cyclic amine. Their suggested structures are supported by elemental analysis, 1H NMR, 13C NMR and ESI-HRMS spectral data. These novel compounds (8a_e) were screened for their antitumor and antibacterial activity. While no significant antitumor activity was observed, compounds 8a, 8b and 8d have shown moderate in vitro antibacterial activity against Gram positive bacteria cells. Unlike the others, compound 8a has also shown to moderately inhibit the growth of Gram negative bacteria.

Keywords: N1-(4-Oxoquinolin-8-yl)hydrazonoyl chloride, nitrile imines, 1, 3-nucleophilic addition, amidrazones, antibacterial activity.

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Article Details

VOLUME: 11
ISSUE: 9
Year: 2014
Page: [664 - 670]
Pages: 7
DOI: 10.2174/1570178611666140807004701
Price: $58

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