Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA
The interaction between anthranilic acid (Aa) and DNA was studied by cyclic voltammetry and UV-visible spectroscopy. Cisplatin (Cis), a drug that is known to interact with DNA, was used as a reference. The electrochemical response showed that the anodic peak potential of Aa shifted downward by 35.1...
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International Association of Physical Chemists (IAPC)
2025-05-01
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| Series: | Journal of Electrochemical Science and Engineering |
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| Online Access: | https://pub.iapchem.org/ojs/index.php/JESE/article/view/2738 |
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| author | Fatima Allouche Nabil Benyza Elhafnaoui Lanez Abdelkader Chouaih Touhami Lanez |
| author_facet | Fatima Allouche Nabil Benyza Elhafnaoui Lanez Abdelkader Chouaih Touhami Lanez |
| author_sort | Fatima Allouche |
| collection | DOAJ |
| description | The interaction between anthranilic acid (Aa) and DNA was studied by cyclic voltammetry and UV-visible spectroscopy. Cisplatin (Cis), a drug that is known to interact with DNA, was used as a reference. The electrochemical response showed that the anodic peak potential of Aa shifted downward by 35.1 mV (from 934.4 to 899.3 mV) in the presence of DNA (18 µM). The shift suggests the occurrence of electrostatic interactions between Aa and the DNA backbone. Binding constant (7.08×104 M⁻¹) and free energy (-26.85 kJ mol-1) for Aa-DNA were derived from suppressed anodic peak current density, while Cis was found to have stronger binding (19.49×10⁴ M⁻¹) under identical conditions. UV-visible spectroscopy confirmed hypochromicity at 324 nm for Aa, which is consistent with groove binding, while the distinct mechanism of Cis most likely involves covalent cross-linking. Larger binding site size of Aa (5.76 base pairs) and decreased diffusion coefficients compared with Cis smaller footprint (0.56 base pairs), pointed to differences in mechanisms. These results highlight anthranilic acid as a promising DNA-targeting agent with potential applications in antimicrobial and anticancer drug development, providing a comparative context with the well-established pharmacology of cisplatin.
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| format | Article |
| id | doaj-art-bf2a0ae93ed5416f998a5c4474fc305b |
| institution | Kabale University |
| issn | 1847-9286 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | International Association of Physical Chemists (IAPC) |
| record_format | Article |
| series | Journal of Electrochemical Science and Engineering |
| spelling | doaj-art-bf2a0ae93ed5416f998a5c4474fc305b2025-08-20T03:47:49ZengInternational Association of Physical Chemists (IAPC)Journal of Electrochemical Science and Engineering1847-92862025-05-0110.5599/jese.2738Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNAFatima Allouche0https://orcid.org/0000-0002-3869-4242Nabil Benyza1https://orcid.org/0009-0005-0853-4458Elhafnaoui Lanez2https://orcid.org/0000-0002-6543-2547Abdelkader Chouaih3https://orcid.org/0000-0002-3769-358XTouhami Lanez4https://orcid.org/0000-0002-3978-7635Laboratory of Sensors, Instrumentations and Process, University of Khenchela, 40000, Algeria Laboratory of Sensors, Instrumentations and Process, University of Khenchela, 40000, Algeria University of El Oued, Chemistry Department, VTRS Laboratory, El Oued, Algeria Laboratory of Technology and Solid Properties, University of Mostaganem, 27000, AlgeriaUniversity of El Oued, Chemistry Department, VTRS Laboratory, B.P.789, 39000, El OuedThe interaction between anthranilic acid (Aa) and DNA was studied by cyclic voltammetry and UV-visible spectroscopy. Cisplatin (Cis), a drug that is known to interact with DNA, was used as a reference. The electrochemical response showed that the anodic peak potential of Aa shifted downward by 35.1 mV (from 934.4 to 899.3 mV) in the presence of DNA (18 µM). The shift suggests the occurrence of electrostatic interactions between Aa and the DNA backbone. Binding constant (7.08×104 M⁻¹) and free energy (-26.85 kJ mol-1) for Aa-DNA were derived from suppressed anodic peak current density, while Cis was found to have stronger binding (19.49×10⁴ M⁻¹) under identical conditions. UV-visible spectroscopy confirmed hypochromicity at 324 nm for Aa, which is consistent with groove binding, while the distinct mechanism of Cis most likely involves covalent cross-linking. Larger binding site size of Aa (5.76 base pairs) and decreased diffusion coefficients compared with Cis smaller footprint (0.56 base pairs), pointed to differences in mechanisms. These results highlight anthranilic acid as a promising DNA-targeting agent with potential applications in antimicrobial and anticancer drug development, providing a comparative context with the well-established pharmacology of cisplatin. https://pub.iapchem.org/ojs/index.php/JESE/article/view/2738DNA bindingbinding energybioactive compoundhydrogen-bonded networkcyclic voltammetry |
| spellingShingle | Fatima Allouche Nabil Benyza Elhafnaoui Lanez Abdelkader Chouaih Touhami Lanez Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA Journal of Electrochemical Science and Engineering DNA binding binding energy bioactive compound hydrogen-bonded network cyclic voltammetry |
| title | Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA |
| title_full | Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA |
| title_fullStr | Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA |
| title_full_unstemmed | Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA |
| title_short | Electrochemical and UV-visible spectroscopic investigation of anthranilic acid interaction with DNA |
| title_sort | electrochemical and uv visible spectroscopic investigation of anthranilic acid interaction with dna |
| topic | DNA binding binding energy bioactive compound hydrogen-bonded network cyclic voltammetry |
| url | https://pub.iapchem.org/ojs/index.php/JESE/article/view/2738 |
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