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Molecular aspect on the interaction of zinc-ofloxacin complex with deoxyribonucleic acid, proposed model for binding and cytotoxicity evaluation.

Ahmadi F, Ebrahimi-Dishabi N, Mansouri K, Salimi F - Res Pharm Sci (2014 Sep-Oct)

Bottom Line: These results may introduce new drugs for chemotherapy with fewer side effects.Therefore, the interaction of OZC with DNA was investigated by using voltammetry, UV-Vis, fluorescence, FT-IR and circular dichroism spectroscopy methods, and the equilibrium binding constant (Kb), binding site size, and thermodynamic parameters were measured.The results revealed that the OZC interacts with DNA via two modes: electrostatic and outside hydrogen binding.

View Article: PubMed Central - PubMed

Affiliation: Novel Drug Delivery Research Center, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, I.R. Iran.

ABSTRACT
Recently, several studies have shown that the metal-fluoroquinolone complexes have more antibacterial and cytotoxic effects in comparison with free fluoroquinolones. These results may introduce new drugs for chemotherapy with fewer side effects. In this work a bidentated zinc (II) complex with ofloxacin (OZC) was synthesized and cytotoxicity activities and DNA binding of the resulted complex was studied. The in-vitro anti proliferative and cytotoxic effects of the free ofloxacin (OFL) and OZC against MCF-7, CaCo2 and SKNMC cell lines were tested by using Trypan blue and lactate dehyrogenase (LDH) assay methods. Results revealed that the OZC exhibits better anti proliferative and cytotoxic activities as compared with the OFL. This may be due to the more interaction of OZC with DNA. Therefore, the interaction of OZC with DNA was investigated by using voltammetry, UV-Vis, fluorescence, FT-IR and circular dichroism spectroscopy methods, and the equilibrium binding constant (Kb), binding site size, and thermodynamic parameters were measured. The results revealed that the OZC interacts with DNA via two modes: electrostatic and outside hydrogen binding. The proposed DNA binding modes may support the greater in-vitro cytotoxicity of OZC compared to OFL alone.

No MeSH data available.


Related in: MedlinePlus

The cyclic voltammogram of 5.0 × 10-5 M of Zn (solid red line), ofloxacin (solid black line), ofloxacinzinc complex in absence of DNA (blue dashed line) and ofloxacin-zinc complex in the presence of DNA (black round dotted line) in Tris-HCl buffer (pH=7.3) at the surface of hanging mercury drop electrode at scan rate of 50 mV s-1.
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Figure 7: The cyclic voltammogram of 5.0 × 10-5 M of Zn (solid red line), ofloxacin (solid black line), ofloxacinzinc complex in absence of DNA (blue dashed line) and ofloxacin-zinc complex in the presence of DNA (black round dotted line) in Tris-HCl buffer (pH=7.3) at the surface of hanging mercury drop electrode at scan rate of 50 mV s-1.

Mentions: The cyclic voltammograms of 5.0 × 10-5 M of Zn (solid red line), OFL (solid black line), OZC in absence of DNA (blue dash line) and OZC in the presence of DNA (black round dote line) in Tris-HCl buffer (pH=7.3) at the surface of HMDE is shown in Fig. 7. At forward sweep potentials (-0.2 to −1.6 V with scan rate of 50 mV S−1), one irreversible cathodic peak in potential of −1.45 V was obtained for OFL (Peak NO. II) and in backward sweep potentials (−1.6 to 0.0) no peak was observed. For OZC in the absence of DNA three peaks were observed (I, II′ and III). As can be observed from Fig. 7, the peak potentials of reduction and oxidation of zinc ion (I and III) in its complex form were shifted and their peak currents increased.


Molecular aspect on the interaction of zinc-ofloxacin complex with deoxyribonucleic acid, proposed model for binding and cytotoxicity evaluation.

Ahmadi F, Ebrahimi-Dishabi N, Mansouri K, Salimi F - Res Pharm Sci (2014 Sep-Oct)

The cyclic voltammogram of 5.0 × 10-5 M of Zn (solid red line), ofloxacin (solid black line), ofloxacinzinc complex in absence of DNA (blue dashed line) and ofloxacin-zinc complex in the presence of DNA (black round dotted line) in Tris-HCl buffer (pH=7.3) at the surface of hanging mercury drop electrode at scan rate of 50 mV s-1.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4318005&req=5

Figure 7: The cyclic voltammogram of 5.0 × 10-5 M of Zn (solid red line), ofloxacin (solid black line), ofloxacinzinc complex in absence of DNA (blue dashed line) and ofloxacin-zinc complex in the presence of DNA (black round dotted line) in Tris-HCl buffer (pH=7.3) at the surface of hanging mercury drop electrode at scan rate of 50 mV s-1.
Mentions: The cyclic voltammograms of 5.0 × 10-5 M of Zn (solid red line), OFL (solid black line), OZC in absence of DNA (blue dash line) and OZC in the presence of DNA (black round dote line) in Tris-HCl buffer (pH=7.3) at the surface of HMDE is shown in Fig. 7. At forward sweep potentials (-0.2 to −1.6 V with scan rate of 50 mV S−1), one irreversible cathodic peak in potential of −1.45 V was obtained for OFL (Peak NO. II) and in backward sweep potentials (−1.6 to 0.0) no peak was observed. For OZC in the absence of DNA three peaks were observed (I, II′ and III). As can be observed from Fig. 7, the peak potentials of reduction and oxidation of zinc ion (I and III) in its complex form were shifted and their peak currents increased.

Bottom Line: These results may introduce new drugs for chemotherapy with fewer side effects.Therefore, the interaction of OZC with DNA was investigated by using voltammetry, UV-Vis, fluorescence, FT-IR and circular dichroism spectroscopy methods, and the equilibrium binding constant (Kb), binding site size, and thermodynamic parameters were measured.The results revealed that the OZC interacts with DNA via two modes: electrostatic and outside hydrogen binding.

View Article: PubMed Central - PubMed

Affiliation: Novel Drug Delivery Research Center, Faculty of Pharmacy, Kermanshah University of Medical Sciences, Kermanshah, I.R. Iran.

ABSTRACT
Recently, several studies have shown that the metal-fluoroquinolone complexes have more antibacterial and cytotoxic effects in comparison with free fluoroquinolones. These results may introduce new drugs for chemotherapy with fewer side effects. In this work a bidentated zinc (II) complex with ofloxacin (OZC) was synthesized and cytotoxicity activities and DNA binding of the resulted complex was studied. The in-vitro anti proliferative and cytotoxic effects of the free ofloxacin (OFL) and OZC against MCF-7, CaCo2 and SKNMC cell lines were tested by using Trypan blue and lactate dehyrogenase (LDH) assay methods. Results revealed that the OZC exhibits better anti proliferative and cytotoxic activities as compared with the OFL. This may be due to the more interaction of OZC with DNA. Therefore, the interaction of OZC with DNA was investigated by using voltammetry, UV-Vis, fluorescence, FT-IR and circular dichroism spectroscopy methods, and the equilibrium binding constant (Kb), binding site size, and thermodynamic parameters were measured. The results revealed that the OZC interacts with DNA via two modes: electrostatic and outside hydrogen binding. The proposed DNA binding modes may support the greater in-vitro cytotoxicity of OZC compared to OFL alone.

No MeSH data available.


Related in: MedlinePlus