Synthesis, characterization and biological evaluation of a series of levofloxacin carboxamide analogues

Najma Sultana, Muhammad Saeed Arayne, S. B S Rizvi, Osman Mesaik Mohammed Ahmed Hassan

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

In present work an attempt was made to synthesize various analogues of levofloxacin by introducing new functionality at carboxylic group position via nucleophilic substitution reaction. For this purpose the carboxylic group at C-6 was esterified and later subjected to nucleophilic attack at the carbonyl carbon by various aromatic amines. Structure of the analogues was confirmed by different techniques i.e. IR, 1H NMR and mass spectrometry. The antibacterial activity of the derivatives was also assessed and compared with the parent against a series of Gram-positive and Gram-negative bacteria. A synergistic as well as antagonistic behavior was observed in these derivatives. Additionally unlike levofloxacin, the derivatives were also found to modulate oxidative burst response of phagocytes exhibiting moderate to significant inhibitory activity.

Original languageEnglish
Pages (from-to)2294-2298
Number of pages5
JournalBulletin of the Korean Chemical Society
Volume30
Issue number10
DOIs
Publication statusPublished - Oct 2009
Externally publishedYes

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Levofloxacin
Derivatives
Amines
Mass spectrometry
Bacteria
Substitution reactions
Carbon
Nuclear magnetic resonance

Keywords

  • Antagonistic
  • Antibacterial activity
  • Levofloxacin
  • Nucleophilic substitution reaction
  • Synergistic

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis, characterization and biological evaluation of a series of levofloxacin carboxamide analogues. / Sultana, Najma; Arayne, Muhammad Saeed; Rizvi, S. B S; Mohammed Ahmed Hassan, Osman Mesaik.

In: Bulletin of the Korean Chemical Society, Vol. 30, No. 10, 10.2009, p. 2294-2298.

Research output: Contribution to journalArticle

Sultana, Najma ; Arayne, Muhammad Saeed ; Rizvi, S. B S ; Mohammed Ahmed Hassan, Osman Mesaik. / Synthesis, characterization and biological evaluation of a series of levofloxacin carboxamide analogues. In: Bulletin of the Korean Chemical Society. 2009 ; Vol. 30, No. 10. pp. 2294-2298.
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