Metalloantibiotics: Synthesis, characterization and antimicrobial evaluation of bismuth-fluoroquinolone complexes against Helicobacter pylori

Article (PDF Available)inActa Pharmaceutica 59(3):259-71 · September 2009with76 Reads
DOI: 10.2478/v10007-009-0027-6 · Source: PubMed
Novel organometallic compounds have been prepared by complexing the fluoroquinolones, norfloxacin, ofloxacin, ciprofloxacin, sparfloxacin, lomefloxacin, pefloxacin and gatifloxacin, with bismuth. The complexes were characterized by UV, IR, atomic absorption spectroscopy, elemental analysis, differential scanning calorimetry, thermogravimetric analysis and mass spectrometry. Their antibacterial potential against Helicobacter pylori and other microorganisms was investigated. These compounds were found to possess strong activity against Helicobacter pylori with a minimum inhibitory concentration of 0.5 mg L-1. They also exhibited moderate activity against Escherichia coli, Staphylococcus aureus, Bacillus pumilus and Staphylococcus epidermidis. These bismuth-fluoroquinolone complexes have the potential to be developed as drugs against H. pylori related ailments.

Full-text (PDF)

Available from: Mange Ram Yadav
    • "The structure of a metal complex of silver with OFL has not been published yet. By association with patterns obtained so far using OFL, in this study, it is possible to obtain a compound with a stoichiometric metal: ligand of 1:2 or 1:1 while ratio of 1:3 is unlikely [13][14][15][16][17][18][19][20][21]27]. In the mass spectrum (m/z 830.9) is highlighted the molecular ion Ag(OFL) 2 + , corresponding to ratio metal:ligand of 1:2 combination, and m/z 362.1 corresponding to the molecular ion of the free OFL. "
    [Show abstract] [Hide abstract] ABSTRACT: : Silver complexes of antibacterial quinolones have the potential advantage of combining the antibacterial activity of silver and fluoroquinolones. The objective of our study was the preparation and the preliminary physico-chemical characterization of a silver complex with ofloxacin. : To achieve our goals several spectroscopic methods (ultraviolet spectrophotometry, mass spectrometry, and Fourier transform infrared spectroscopy) and thermal methods (differential scanning calorimetry and thermogravimetric analysis) were used in order to elucidate the chemical structure of the complex. : Using mass spectrometry we established the stoichiometric ratio silver:ofloxacin as 1:2. Experimental data suggest a particular coordination for ofloxacin, as a monodentate ligand, in the formation of a complex with silver, through the nitrogen atom from the methyl-piperazine cycle. : The obtained complex has a chemical structure likely [Ag(Ofloxacin)
    Full-text · Article · Jun 2016
    • "Novel Bi(III) complexes of fluoroquinolones, a family of broad spectrum antibiotics, which also possess good anti-H. pylori activity, were developed by Shaikh and co-workers [83]. The complexes were characterised by molar absorptivity determination, differential scanning calorimetry, thermogravimetric analysis, Karl-Fischer aquametry, elemental analysis and FT-IR spectroscopy. "
    [Show abstract] [Hide abstract] ABSTRACT: : Bismuth compounds have been used extensively as medicines and in particular for the treatment of gastrointestinal ailments. In addition to bismuth's well known gastroprotective effects and efficacy in treating H. pylori infection it also has broad anti-microbial, anti-leishmanial and anti-cancer properties. Aspects of the biological chemistry of bismuth are discussed and biomolecular targets associated with bismuth treatment are highlighted. This review strives to provide the reader with an up to date account of bismuth-based drugs currently used to treat patients and discuss potential medicinal applications of bismuth drugs with reference to recent developments in the literature. Ultimately this review aims to encourage original contributions to this exciting and important field.
    Full-text · Article · Sep 2014
    • " gatifloxacin) were evaluated for their anti-H. pylori activity, and were found to be more potent against all strains of H. pylori used, comparing to the parent FLQs. Moreover, the synthesized complexes also showed high potency against some fluoroquinolone-resistant strains of H. pylori. [50]."
    [Show abstract] [Hide abstract] ABSTRACT: Quinolones are synthetic broad-spectrum antibiotics with good oral absorption and excellent bioavailability. Due to the chemical functions found on their nucleus (a carboxylic acid function at the 3-position, and in most cases a basic piperazinyl ring (or another N-heterocycle) at the 7-position, and a carbonyl oxygen atom at the 4-position) quinolones bind metal ions forming complexes in which they can act as bidentate, as unidentate and as bridging ligand, respectively. In the polymeric complexes in solid state, multiple modes of coordination are simultaneously possible. In strongly acidic conditions, quinolone molecules possessing a basic side nucleus are protonated and appear as cations in the ionic complexes. Interaction with metal ions has some important consequences for the solubility, pharmacokinetics and bioavailability of quinolones, and is also involved in the mechanism of action of these bactericidal agents. Many metal complexes with equal or enhanced antimicrobial activity compared to the parent quinolones were obtained. New strategies in the design of metal complexes of quinolones have led to compounds with anticancer activity. Analytical applications of complexation with metal ions were oriented toward two main directions: determination of quinolones based on complexation with metal ions or, reversely, determination of metal ions based on complexation with quinolones.
    Full-text · Article · Sep 2013
Show more