Cargando…
Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod
The solubilizing effect of β-cyclodextrin on fingolimod, a new generation immunosuppressant, is studied for the first time. A possible 20× increase in the solubility of fingolimod due to the penetration of the hydrophobic fragment of the drug molecule into the macrocyclic cavity of the cyclodextrin...
| Autores principales: | , , , , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Pleiades Publishing
2023
|
| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10131540/ http://dx.doi.org/10.1134/S0036024423030135 |
| _version_ | 1785031199130910720 |
|---|---|
| author | Garibyan, A. A. Delyagina, E. S. Antipova, M. L. Odintsova, E. G. Petrenko, V. E. Terekhova, I. V. |
| author_facet | Garibyan, A. A. Delyagina, E. S. Antipova, M. L. Odintsova, E. G. Petrenko, V. E. Terekhova, I. V. |
| author_sort | Garibyan, A. A. |
| collection | PubMed |
| description | The solubilizing effect of β-cyclodextrin on fingolimod, a new generation immunosuppressant, is studied for the first time. A possible 20× increase in the solubility of fingolimod due to the penetration of the hydrophobic fragment of the drug molecule into the macrocyclic cavity of the cyclodextrin is shown. Data driven (1)H NMR spectroscopy and computer modeling suggest the configuration of the resulting inclusion complexes. The constant of the complex’s stability and its energy of complexation are calculated, and the formation of hydrogen bonds between fingolimod and β-cyclodextrin is considered. |
| format | Online Article Text |
| id | pubmed-10131540 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2023 |
| publisher | Pleiades Publishing |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-101315402023-04-27 Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod Garibyan, A. A. Delyagina, E. S. Antipova, M. L. Odintsova, E. G. Petrenko, V. E. Terekhova, I. V. Russ. J. Phys. Chem. Physical Chemistry of Solutions The solubilizing effect of β-cyclodextrin on fingolimod, a new generation immunosuppressant, is studied for the first time. A possible 20× increase in the solubility of fingolimod due to the penetration of the hydrophobic fragment of the drug molecule into the macrocyclic cavity of the cyclodextrin is shown. Data driven (1)H NMR spectroscopy and computer modeling suggest the configuration of the resulting inclusion complexes. The constant of the complex’s stability and its energy of complexation are calculated, and the formation of hydrogen bonds between fingolimod and β-cyclodextrin is considered. Pleiades Publishing 2023-04-26 2023 /pmc/articles/PMC10131540/ http://dx.doi.org/10.1134/S0036024423030135 Text en © Pleiades Publishing, Ltd. 2023, ISSN 0036-0244, Russian Journal of Physical Chemistry A, 2023, Vol. 97, No. 3, pp. 469–476. © Pleiades Publishing, Ltd., 2023.Russian Text © The Author(s), 2023, published in Zhurnal Fizicheskoi Khimii, 2023, Vol. 97, No. 3, pp. 378–385. This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic. |
| spellingShingle | Physical Chemistry of Solutions Garibyan, A. A. Delyagina, E. S. Antipova, M. L. Odintsova, E. G. Petrenko, V. E. Terekhova, I. V. Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title | Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title_full | Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title_fullStr | Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title_full_unstemmed | Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title_short | Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod |
| title_sort | experimental and theoretical investigation of inclusion complexes of β-cyclodextrin with fingolimod |
| topic | Physical Chemistry of Solutions |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10131540/ http://dx.doi.org/10.1134/S0036024423030135 |
| work_keys_str_mv | AT garibyanaa experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod AT delyaginaes experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod AT antipovaml experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod AT odintsovaeg experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod AT petrenkove experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod AT terekhovaiv experimentalandtheoreticalinvestigationofinclusioncomplexesofbcyclodextrinwithfingolimod |