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INFLUENCE OF HYDRATION AND THE SIZE OF THE MACROCYCLE OF NATIVE CYCLODEXTRINS ON THE SOLID PHASE INCLUSION OF RITONAVIR

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Abstract

We study how the size of the macrocycle of native cyclodextrins and their hydration influence the inclusion of ritonavir under mechanical grinding conditions. A procedure is proposed to estimate the degree of inclusion of ritonavir by cyclodextrins using the crystallization of the unincluded guest in the grinding products at the water vapor treatment. Ritonavir is almost completely included by anhydrous α-, β-, and γ-cyclodextrins, resulting in the formation of inclusion compounds. The structure–property relationship between ritonavir inclusion in cyclodextrin hydrates and the size of the host macrocycle is nonlinear. Ritonavir is completely included by saturated β-cyclodextrin hydrate and intermediate γ-cyclodextrin hydrates. The degree of ritonavir inclusion by saturated hydrates of α-cyclodextrin and particularly of γ-cyclodextrin is small due to the competition of this guest with water.

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This work was funded by a State subsidy for Kazan (Volga Region) Federal University aimed at increasing its competitive ability among the leading scientific and educational centers.

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  1. Kazan (Volga region) Federal University, Kazan, Russia

    A. K. Gatiatulin, V. Y. Oselskaya, A. E. Klimovitskii, M. A. Ziganshin & V. V. Gorbachuk

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Russian Text © The Author(s), 2023, published in Zhurnal Strukturnoi Khimii, 2023, Vol. 64, No. 9, 116973.https://doi.org/10.26902/JSC_id116973

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Gatiatulin, A.K., Oselskaya, V.Y., Klimovitskii, A.E. et al. INFLUENCE OF HYDRATION AND THE SIZE OF THE MACROCYCLE OF NATIVE CYCLODEXTRINS ON THE SOLID PHASE INCLUSION OF RITONAVIR. J Struct Chem 64, 1702–1714 (2023). https://doi.org/10.1134/S0022476623090135

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