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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

Absorption spectrum of 5.0 × 10−5 M of ofloxacin-zinc complex (OZC) in absence and presence of DNA with ri=(DNA)/(OZC)=0.0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, and 1.0 at 25 °C.
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Figure 2: Absorption spectrum of 5.0 × 10−5 M of ofloxacin-zinc complex (OZC) in absence and presence of DNA with ri=(DNA)/(OZC)=0.0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, and 1.0 at 25 °C.

Mentions: Fig. 2 represents the absorption spectrums of OZC in the absence and presence of increasing amounts of DNA at ri=([DNA]/[OZC])=0.0-1.0. As it is observed, the OZC have three peaks at 330, 292 and 258 nm. By addition of DNA the peaks of 258 and 292 nm exhibited hyperchromism and weak blue shift that may be due to the interaction of aromatic chromophore ligand of OZC and DNA, while no significant hyperchromism and blue shift was observed for peak at 330 nm. The absorption spectrums of OZC in the region 258-330 nm is due to the intraligand (IL) π-π* transition of OFL chromophore. For investigation of OZC-DNA interaction the changes of peak at 292 nm was selected.


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)

Absorption spectrum of 5.0 × 10−5 M of ofloxacin-zinc complex (OZC) in absence and presence of DNA with ri=(DNA)/(OZC)=0.0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, and 1.0 at 25 °C.
© Copyright Policy - open-access
Related In: Results  -  Collection

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

Figure 2: Absorption spectrum of 5.0 × 10−5 M of ofloxacin-zinc complex (OZC) in absence and presence of DNA with ri=(DNA)/(OZC)=0.0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, and 1.0 at 25 °C.
Mentions: Fig. 2 represents the absorption spectrums of OZC in the absence and presence of increasing amounts of DNA at ri=([DNA]/[OZC])=0.0-1.0. As it is observed, the OZC have three peaks at 330, 292 and 258 nm. By addition of DNA the peaks of 258 and 292 nm exhibited hyperchromism and weak blue shift that may be due to the interaction of aromatic chromophore ligand of OZC and DNA, while no significant hyperchromism and blue shift was observed for peak at 330 nm. The absorption spectrums of OZC in the region 258-330 nm is due to the intraligand (IL) π-π* transition of OFL chromophore. For investigation of OZC-DNA interaction the changes of peak at 292 nm was selected.

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