Metal complexes with the quinolone antibacterial agent N-propyl-norfloxacin: Synthesis, structure and bioactivity

Efthimiadou, Eleni K.; Psomas, George; Sanakis, Yiannis; Katsaros, Nikos; Karaliota, Alexandra

doi:10.1016/j.jinorgbio.2006.11.020

Cited by 104 publications

(61 citation statements)

References 58 publications

(71 reference statements)

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“…The difference ∆*υ (CO2)asym -υ (CO2)sym ] is a useful characteristic for determining the involvement of the carboxylic group of Cipro. The ∆ value for the interaction falls in the range of 183 -250 cm -1 indicates the deprotonation of the carboxylic acid group and interaction between drug and polymer 37 ( Table 1). …”

Section: Results Of Ramanmentioning

confidence: 99%

Untitled

2011

IJPSR

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Purpose: Ciprofloxacin, an antibacterial agent, is having low solubility in aqueous solution and high rate of absorption from the stomach. It is precipitated at alkaline pH which leads to erratic absorption of the drug from small intestine. To overcome these difficulties, many researchers have prepared different formulations of Ciprofloxacin. But till now very few formulations are available from which the drug is absorbed uniformly, so that safe and effective blood level of Ciprofloxacin can be maintained for a prolonged period. To fulfill this requirement, in the present study, a sustained release drug delivery system (hydrogel) has been designed and chemical interaction between Ciprofloxacin and polymer in hydrogel has been studied by FTIR and Raman Spectroscopy. Methods: Ultrasonication method was used for preparation of hydrogel of the Ciprofloxacin, taking Carbopol 934 polymer with drug to polymer weight ratio 1:5. FTIR (400 cm -1 to 4000 cm -1 region) and Raman (140 to 2400 cm -1 region) Spectroscopic studies were carried out and spectra were used for interpretation. Results: From the spectral interpretation, it has been found that in hydrogel, the carboxylic groups of Ciprofloxacin and hydroxyl groups of Carbopol934 undergo chemical interaction leading to esterification and hydrogen bonding (both intermolecular and polymeric). Conclusions: The formation of micelles due to esterification and hydrogen bonding causes more drug entrapment and formation of a stable hydrogel, as a result of which, the hydrogel of Ciprofloxacin gives better controlled release and mucoadhesive action in the gastrointestinal tract and hence Carbopol934 can be considered as an effective carrier of Ciprofloxacin.

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Section: Results Of Ramanmentioning

confidence: 99%

Untitled

2011

IJPSR

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“…There have been many reports in recent years ascribing various biological activities to many metal ions or their complexes [27] [28]. The study of divalent alkaline earth, first-row transition metal, and Zn(II) ions have become particularly popular [5] [29].…”

Section: Discussionmentioning

confidence: 99%

<i>α</i>-Glucosidase Inhibition by New Schiff Base Complexes of Zn(II)

Miyazaki¹,

Yasui²,

Yoshikawa³

2016

OJIC

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There are many reports that divalent alkaline earth, first-row transition metals, and Zn(II) ions have α-glucosidase inhibitory effects. Cu(II) and Zn(II) ions, in particular, have strong α-glucosidase inhibitory effects. Several Schiff bases also display α-glucosidase inhibitory effects. In this study, we focused on safe and highly effective complexes including Zn(II) ion. We prepared and characterized the Zn(II) complexes with four different Schiff bases (N-salicylidene-β-alanine (Nsβ), N-N'-bis (salicylidene) ethylenediamine (N-bsE), N, N'-bis (salicylidene)-phenylenediamine (NbsP), and 1-[(2-dimethylaminoethylimino) methyl]naphtholate (DMN)) and investigated their α-glucosidase inhibitory effects in vitro, using α-glycosidases from Saccharomyces sp. and rat small intestine, and in vivo, using a sucrose tolerance test. The Zn(II) complexes with DMN showed the highest in vitro and in vivo α-glucosidase inhibitory effects in this study.

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“…From investigations of the structure and activity of certain quinolones and the interaction of their Cu(II) complexes on a DNA model, it was suggested that the intercalation of the quinolone complexed to a metal is an important step in their mechanisim of action. 3 Although reports indicate that the coordination of quinolones to metal ions such as Mg 2+ and Ca 2+ appears to be important for the activity of the quinolone antibiotics, 4 it has a detrimental effect on their absorption. 5 The interaction of metal ions with diverse deprotonated quinolones as ligands has been thoroughly studied.…”

Section: Introductionmentioning

confidence: 99%

Effect of metal ions on the in vitro availability of enoxacin, its in vivo implications, kinetic and antibacterial studies

et al. 2011

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Recebido em 10/10/09; aceito em 17/8/10; publicado na web em 7/1/11The present paper describes the effect of metals ions on the in vitro availability of enoxacin (a second generation quinolone antibiotic) owing to drug-metal interaction. These interaction studies were performed at 37 °C in different pH environments simulating human body compartments and were studied by UV spectroscopic technique. In order to determine the probability of these reactions different kinetic parameters (dissolution constants (K) and free energy change (∆G)) for these reactions were also calculated. It is proposed that the structure of enoxacin contains various electron donating sites which facilitate its binding with metallic cations forming chelates. Hence taking food products, nutritional supplements or multivitamins containing multivalent cations at the same time as enoxacin, could reduce the absorption of the drug into the circulation and thus would decrease the effectiveness of the drug. In addition, the MIC of enoxacin for various microorganisms before and after interaction with metal ions was calculated which in most cases was increased which possibly could impair the clinical efficacy of the drug.

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Metal complexes with the quinolone antibacterial agent N-propyl-norfloxacin: Synthesis, structure and bioactivity

Cited by 104 publications

References 58 publications

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<i>α</i>-Glucosidase Inhibition by New Schiff Base Complexes of Zn(II)

Effect of metal ions on the in vitro availability of enoxacin, its in vivo implications, kinetic and antibacterial studies

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Metal complexes with the quinolone antibacterial agent N-propyl-norfloxacin: Synthesis, structure and bioactivity

Cited by 104 publications

References 58 publications

Untitled

Untitled

&lt;i&gt;α&lt;/i&gt;-Glucosidase Inhibition by New Schiff Base Complexes of Zn(II)

Effect of metal ions on the in vitro availability of enoxacin, its in vivo implications, kinetic and antibacterial studies

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<i>α</i>-Glucosidase Inhibition by New Schiff Base Complexes of Zn(II)