Antibacterial and DNA interaction studies of zinc(II) complexes with quinolone family member, ciprofloxacin

Patel, Mohan N.; Chhasatia, M. R.; Parmar, Pradhuman A.

doi:10.1016/j.ejmech.2009.10.024

Cited by 41 publications

(11 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…For gram-positive bacteria, the obtained MIC value for Cipro was fairly comparable to those previously reported [19]. In all cases, MIC values were increased for the Cipro:DS product and even more so for the products with metals.…”

Section: Discussionsupporting

confidence: 88%

Studies on the interaction between ciprofloxacin hydrochloride and diclofenac sodium

El-Sabawi¹,

Abu-Dahab²,

Bakri³

et al. 2019

Trop. J. Pharm Res

View full text Add to dashboard Cite

Purpose: To study the interaction between ciprofloxacin hydrochloride (Cipro) and diclofenac sodium (DS) in the presence and absence of metal ions. Methods: Complexes were prepared in the aqueous phase at different molar ratios (r) of Cipro:DS (ranged from 0.2-2.0). The complexes were characterized by Fourier transform-infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR), and high pressure liquid chromatography (HPLC). Their properties, i.e., solubility, dissolution and partition coefficient (log P), were studied along with their permeability across Caco-2 cells. Furthermore, the antimicrobial activity of Cipro and its complexes was determined using standard broth dilution method and expressed as minimum inhibitory concentration (MIC). Results: Cipro formed an ion pair with DS. The product was confirmed to be a combination of the two drugs, DS and Cipro, but in a ratio that is dependent on the added amounts of each component (r = 1:1 or 1:2). The 1:1 product was more lipophilic than the individual components leading to a lower aqueous solubility and a higher octanol/water partition coefficient log P (6.7 vs. 0.77). The presence of DS within the dissolution medium appeared to modify the dissolution of Cipro depending on the concentration. Moreover, ternary complexes involving Cipro, DS and metal ions (iron and/or calcium) exhibited improved antimicrobial effect (MIC, 0.016 µg/ml compared to 0.258 µg/ml for Cipro). Caco-2 cell permeation data indicate that the presence of DS significantly improved the apparent permeability coefficient (Papp) of Cipro (20.6 × 10-6 cm/s) which was three times higher than that of free Cipro (p < 0.05). DS also appeared to counteract the well-known negative effect of metal ions on the bioavailability of Cipro. Conclusion: There is a clinically relevant interaction between DS and Cipro at the absorption level as a result of ion pair formation, which might even counteract the negative effect of metals on the absorption of Cipro. These findings should aid the design of new Cipro ion pairs that provide higher bioavailability than free Cipro.

show abstract

Section: Discussionsupporting

confidence: 88%

Studies on the interaction between ciprofloxacin hydrochloride and diclofenac sodium

El-Sabawi¹,

Abu-Dahab²,

Bakri³

et al. 2019

Trop. J. Pharm Res

View full text Add to dashboard Cite

show abstract

“…FS-DNA was purchased from Acros and its purity was checked by monitoring the ratio of UV absorbance at 260 and 280 nm. The solution gave a ratio 1.89 at A 260 /A 280 , indicating that the DNA was sufficiently free from protein contamination [28]. Agarose was purchased from Fermentas.…”

Section: Methodsmentioning

confidence: 99%

A mononuclear Cu(II) complex with 5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine: Synthesis, crystal structure, DNA- and BSA-binding, molecular modeling, and anticancer activity against MCF-7, A-549, and HT-29 cell lines

Anjomshoa

Hadadzadeh

Torkzadeh‐Mahani

et al. 2015

European Journal of Medicinal Chemistry

View full text Add to dashboard Cite

“…A classical intercalation mode results in lengthening the DNA helix, as base pairs are separated to accommodate the binding ligand, leading to an increase in DNA viscosity [29]. Figure 7 shows the relative viscosity change in DNA in the presence of varying amounts of the copper(II) complex and EB.…”

Section: Viscosity Studiesmentioning

confidence: 97%

A copper(II) complex of the Schiff base from l-valine and 2-hydroxy-1-naphthalidene plus 1,10-phenanthroline: synthesis, crystal structure, and DNA interaction

Cui

et al. 2011

Transition Met Chem

View full text Add to dashboard Cite

A new Cu(II) complex, [Cu(naph-val)phen] (naph-val = Schiff base derived from 2-hydroxy-1-naphthaldehyde and L-valine, phen = 1,10-phenanthroline), has been synthesized and characterized by physicochemical methods. The crystal structure of the complex showed that there are four independent molecular structures in the crystallographic asymmetric unit, and each of them shows a distorted square-pyramidal CuN 3 O 2 coordination geometry. In the crystal, the p -p stacking and intermolecular hydrogen bonds form a 2D network. The interactions between the Cu(II) complex and calf thymus DNA (CT-DNA) have been studied by spectroscopic methods, as well as viscosity and thermal denaturation measurements. The results indicate that the Cu(II) complex binds to CT-DNA in an intercalative mode. The cleavage reaction on pBR322 plasmid DNA has been investigated by agarose gel electrophoresis in the absence and presence of mercaptopropionic acid. The Cu(II) complex exhibits an efficient DNA cleavage activity.

show abstract

Antibacterial and DNA interaction studies of zinc(II) complexes with quinolone family member, ciprofloxacin

Cited by 41 publications

References 46 publications

Studies on the interaction between ciprofloxacin hydrochloride and diclofenac sodium

Studies on the interaction between ciprofloxacin hydrochloride and diclofenac sodium

A mononuclear Cu(II) complex with 5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine: Synthesis, crystal structure, DNA- and BSA-binding, molecular modeling, and anticancer activity against MCF-7, A-549, and HT-29 cell lines

A copper(II) complex of the Schiff base from l-valine and 2-hydroxy-1-naphthalidene plus 1,10-phenanthroline: synthesis, crystal structure, and DNA interaction

Contact Info

Product

Resources

About