Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod

A. A. Garibyan; Гарибян А. А.; E. S. Delyagina; Делягина Е. С.; M. L. Antipova; Антипова М. Л.; E. G. Odintsova; Одинцова Е. Г.; V. E. Petrenko; Петренко В. Е.; I. V. Terekhova; Терехова И. В.

doi:10.31857/S0044453723030135

Experimental and Theoretical Investigation of Inclusion Complexes of β-Cyclodextrin with Fingolimod

Authors: Garibyan A.A.¹, Delyagina E.S.¹^,2, Antipova M.L.¹, Odintsova E.G.¹, Petrenko V.E.¹, Terekhova I.V.¹
Affiliations:
1. G.A. Krestov Institute of Chemistry of Solutions, Russian Academy of Sciences
2. Ivanovo State University
Issue: Vol 97, No 3 (2023)
Pages: 378-385
Section: ФИЗИЧЕСКАЯ ХИМИЯ РАСТВОРОВ
Submitted: 27.02.2025
Published: 01.03.2023
URL: https://ruspoj.com/0044-4537/article/view/668797
DOI: https://doi.org/10.31857/S0044453723030135
EDN: https://elibrary.ru/DXRADY
ID: 668797

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Abstract

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 1H 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.

Keywords

cyclodextrin, fingolimod, complexation, solubilization

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