The complexation of Water-Soluble Calix[4]Arene-Phosphine Oxides With Antiviral Drugs

Authors

DOI:

https://doi.org/10.24959/ophcj.25.342282

Keywords:

calixarenes, antiviral drugs, supramolecular complexes, chromatography, molecular modeling

Abstract

The complexation of tetrahydroxycalix[4]arene-methyldimethylphosphine oxide (CMPO), tetrahydroxythiacalix[4]arene-methyldimethylphosphine oxide (TCMPO), and tetrapropoxycalix[4]arene-methyldiethylphosphine oxide (CEPO) with active pharmaceutical ingredients of antiviral drugs Remdesivir, Nevirapine, Vesatolimod, Bictegravir, Emtricitabine, and Tenofovir in the water medium was studied using the RP HPLC method. By analyzing the dependence of the drug capacity values on the concentration of calixarenes in the chromatographic mobile phase, the stability constants (KA = 1100 - 12000 M-1) of the complexes formed were determined. Quantum-chemical calculations show that the antiviral drugs form supramolecular exo-complexes with the calixarene-phosphine oxide molecules. These complexes can be stabilized by intermolecular hydrogen bonds between the proton acceptor P=O groups and the proton donor groups of antiviral drugs.

Supporting Agency

  • This work was supported by the National Academy of Sciences of Ukraine (grant No 0120U104649), and by the Ministerio de Ciencia, Innovación y Universidades (PID2023-151642OB-I00) and the European Union (Feder Funds).

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2026-04-07

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Kalchenko, O. I.; Drapailo, A. B.; Cherenok, S. O.; Selikhova, A. I.; López-Cornejo, P.; Kalchenko, V. I. The Complexation of Water-Soluble Calix[4]Arene-Phosphine Oxides With Antiviral Drugs. J. Org. Pharm. Chem. 2026, 23, 12-21.

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Vol. 23 No. 4 (2025)

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