Synthesis, characterization, antibacterial, antifungal, and immunomodulating activities of gatifloxacin derivatives

Najma Sultana, Asia Naz, Bushra Khan, M. Saeed Arayne, Osman Mesaik Mohammed Ahmed Hassan

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

Gatifloxacin is a synthetic broad-spectrum fluorquinolone antibacterial agent with a 3-methylpiperazinyl-side chain at position 7 and a methoxy group at position 8 of the quinolone ring. In the present study different analogues of gatifloxacin were prepared; the piperazinyl ring was chosen as the center of reaction for synthesizing this series of derivatives. The structures of these derivatives were established using spectroscopic techniques such as IR, 1H NMR, and EIMS. In vitro antibacterial and antifungal activities were evaluated by disc diffusion method and these derivatives were compared with in-use fluoroquinolones like gatifloxacin, sparfloxacin, and gemifloxacin. Derivative A proved very potent against Gram-negative organisms, especially Pseudomonas aeruginosa, Shigella flexeneri, and Klebseilla pneumoniae, and derivatives A-C exhibited good antifungal activity compared to in-use quinolones. In addition, gatifloxacin and derivatives were investigated for immunomodulating activities. Derivative B has good anti-inflammatory activity, with IC50 <12.5 μg/ml.

Original languageEnglish
Pages (from-to)1210-1221
Number of pages12
JournalMedicinal Chemistry Research
Volume19
Issue number9
DOIs
Publication statusPublished - Dec 2010
Externally publishedYes

Fingerprint

Derivatives
Quinolones
Shigella
Fluoroquinolones
Pseudomonas aeruginosa
Inhibitory Concentration 50
Pneumonia
Anti-Inflammatory Agents
Anti-Bacterial Agents
gatifloxacin
Nuclear magnetic resonance
sparfloxacin
In Vitro Techniques
Proton Magnetic Resonance Spectroscopy
gemifloxacin

Keywords

  • Antibacterial activity
  • Antifungal activity
  • Derivatives
  • Gatifloxacin
  • Immunomodulatory activity

ASJC Scopus subject areas

  • Pharmacology, Toxicology and Pharmaceutics(all)
  • Organic Chemistry

Cite this

Synthesis, characterization, antibacterial, antifungal, and immunomodulating activities of gatifloxacin derivatives. / Sultana, Najma; Naz, Asia; Khan, Bushra; Arayne, M. Saeed; Mohammed Ahmed Hassan, Osman Mesaik.

In: Medicinal Chemistry Research, Vol. 19, No. 9, 12.2010, p. 1210-1221.

Research output: Contribution to journalArticle

Sultana, Najma ; Naz, Asia ; Khan, Bushra ; Arayne, M. Saeed ; Mohammed Ahmed Hassan, Osman Mesaik. / Synthesis, characterization, antibacterial, antifungal, and immunomodulating activities of gatifloxacin derivatives. In: Medicinal Chemistry Research. 2010 ; Vol. 19, No. 9. pp. 1210-1221.
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