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Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153
1,4-dihydropyridines (1,4-DHP) possess important biochemical and pharmacological properties, including antimutagenic and DNA-binding activity. The latter activity was first described for water-soluble 1,4-DHP with carboxylic group in position 4, the sodium salt of the 1,4-DHP derivative AV-153 among...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
PeerJ Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7664466/ https://www.ncbi.nlm.nih.gov/pubmed/33240591 http://dx.doi.org/10.7717/peerj.10061 |
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author | Leonova, Elina Shvirksts, Karlis Borisovs, Vitalijs Smelovs, Edgars Sokolovska, Jelizaveta Bisenieks, Egils Duburs, Gunars Grube, Mara Sjakste, Nikolajs |
author_facet | Leonova, Elina Shvirksts, Karlis Borisovs, Vitalijs Smelovs, Edgars Sokolovska, Jelizaveta Bisenieks, Egils Duburs, Gunars Grube, Mara Sjakste, Nikolajs |
author_sort | Leonova, Elina |
collection | PubMed |
description | 1,4-dihydropyridines (1,4-DHP) possess important biochemical and pharmacological properties, including antimutagenic and DNA-binding activity. The latter activity was first described for water-soluble 1,4-DHP with carboxylic group in position 4, the sodium salt of the 1,4-DHP derivative AV-153 among others. Some data show the modification of physicochemical properties and biological activities of organic compounds by metal ions that form the salts. We demonstrated the different affinity to DNA and DNA-protecting capacity of AV-153 salts, depending on the salt-forming ion (Na, K, Li, Rb, Ca, Mg). This study aimed to use different approaches to collate data on the DNA-binding mode of AV-153-Na and five other AV-153 salts. All the AV-153 salts in this study quenched the ethidium bromide and DNA complex fluorescence, which points to an intercalation binding mode. For some of them, the intercalation binding was confirmed using cyclic voltammetry and circular dichroism spectroscopy. It was shown that in vitro all AV-153 salts can interact with four DNA bases. The FTIR spectroscopy data showed the interaction of AV-153 salts with both DNA bases and phosphate groups. A preference for base interaction was observed as the AV-153 salts interacted mostly with G and C bases. However, the highest differences were detected in the spectral region assigned to phosphate groups, which might indicate either conformational changes of DNA molecule (B form to A or H form) or partial denaturation of the molecule. According to the UV/VIS spectroscopy data, the salts also interact with the human telomere repeat, both in guanine quadruplex (G4) and single-stranded form; Na and K salts manifested higher affinity to G4, Li and Rb –to single-stranded DNA. |
format | Online Article Text |
id | pubmed-7664466 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | PeerJ Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-76644662020-11-24 Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 Leonova, Elina Shvirksts, Karlis Borisovs, Vitalijs Smelovs, Edgars Sokolovska, Jelizaveta Bisenieks, Egils Duburs, Gunars Grube, Mara Sjakste, Nikolajs PeerJ Biochemistry 1,4-dihydropyridines (1,4-DHP) possess important biochemical and pharmacological properties, including antimutagenic and DNA-binding activity. The latter activity was first described for water-soluble 1,4-DHP with carboxylic group in position 4, the sodium salt of the 1,4-DHP derivative AV-153 among others. Some data show the modification of physicochemical properties and biological activities of organic compounds by metal ions that form the salts. We demonstrated the different affinity to DNA and DNA-protecting capacity of AV-153 salts, depending on the salt-forming ion (Na, K, Li, Rb, Ca, Mg). This study aimed to use different approaches to collate data on the DNA-binding mode of AV-153-Na and five other AV-153 salts. All the AV-153 salts in this study quenched the ethidium bromide and DNA complex fluorescence, which points to an intercalation binding mode. For some of them, the intercalation binding was confirmed using cyclic voltammetry and circular dichroism spectroscopy. It was shown that in vitro all AV-153 salts can interact with four DNA bases. The FTIR spectroscopy data showed the interaction of AV-153 salts with both DNA bases and phosphate groups. A preference for base interaction was observed as the AV-153 salts interacted mostly with G and C bases. However, the highest differences were detected in the spectral region assigned to phosphate groups, which might indicate either conformational changes of DNA molecule (B form to A or H form) or partial denaturation of the molecule. According to the UV/VIS spectroscopy data, the salts also interact with the human telomere repeat, both in guanine quadruplex (G4) and single-stranded form; Na and K salts manifested higher affinity to G4, Li and Rb –to single-stranded DNA. PeerJ Inc. 2020-11-10 /pmc/articles/PMC7664466/ /pubmed/33240591 http://dx.doi.org/10.7717/peerj.10061 Text en ©2020 Leonova et al. https://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, reproduction and adaptation in any medium and for any purpose provided that it is properly attributed. For attribution, the original author(s), title, publication source (PeerJ) and either DOI or URL of the article must be cited. |
spellingShingle | Biochemistry Leonova, Elina Shvirksts, Karlis Borisovs, Vitalijs Smelovs, Edgars Sokolovska, Jelizaveta Bisenieks, Egils Duburs, Gunars Grube, Mara Sjakste, Nikolajs Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title | Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title_full | Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title_fullStr | Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title_full_unstemmed | Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title_short | Spectroscopic and electrochemical study of interactions between DNA and different salts of 1,4-dihydropyridine AV-153 |
title_sort | spectroscopic and electrochemical study of interactions between dna and different salts of 1,4-dihydropyridine av-153 |
topic | Biochemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7664466/ https://www.ncbi.nlm.nih.gov/pubmed/33240591 http://dx.doi.org/10.7717/peerj.10061 |
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