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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.


a; The Stern–Volmer plots of F0/F versus (Q) at the 298 K, b; a plot of log (F0- F)/F versus log (Q).
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Figure 4: a; The Stern–Volmer plots of F0/F versus (Q) at the 298 K, b; a plot of log (F0- F)/F versus log (Q).

Mentions: The results indicated that DNA could quench the intrinsic fluorescence of OZC and the binding of OZC to DNA indeed exists. From the Stern–Volmer plot the values of KSV=1.07 × 106 M-1 and kq=1.07 × 1014 M-1 s-1 were obtained (Fig. 4a). As the value of kq is greater than of the maximum scattering collision quenching constant, it is concluded that the quenching mechanism of OZC by DNA is a static quenching procedure. Moreover, the quenching of fluorescence emission of OZC was used for the measurement of equilibrium binding constant (Kb) and the numbers of binding sites (n) of DNA–OZC complex by the equation (III) (53):


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)

a; The Stern–Volmer plots of F0/F versus (Q) at the 298 K, b; a plot of log (F0- F)/F versus log (Q).
© Copyright Policy - open-access
Related In: Results  -  Collection

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

Figure 4: a; The Stern–Volmer plots of F0/F versus (Q) at the 298 K, b; a plot of log (F0- F)/F versus log (Q).
Mentions: The results indicated that DNA could quench the intrinsic fluorescence of OZC and the binding of OZC to DNA indeed exists. From the Stern–Volmer plot the values of KSV=1.07 × 106 M-1 and kq=1.07 × 1014 M-1 s-1 were obtained (Fig. 4a). As the value of kq is greater than of the maximum scattering collision quenching constant, it is concluded that the quenching mechanism of OZC by DNA is a static quenching procedure. Moreover, the quenching of fluorescence emission of OZC was used for the measurement of equilibrium binding constant (Kb) and the numbers of binding sites (n) of DNA–OZC complex by the equation (III) (53):

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.