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Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization.

ABSTRACT: Mechanochemical and in-solution synthesis of caffeine complexes with α-, β-, and γ-cyclodextrins was optimized. It was found that short-duration, low-energy cogrinding, and evaporation (instead of freeze-drying) are effective methods for the formation and isolation of these complexes. The products obtained, their pure components, and their mixtures were examined by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), FT-IR and Raman spectroscopy. Moreover, molecular modeling provided an improved understanding of the association process between the guest and host molecules in these complexes. The complexes were found to exhibit high toxicity in zebrafish (Danio rerio) embryos, in contrast to pure caffeine and cyclodextrins at the same molar concentrations. HPLC measurements of the caffeine levels in zebrafish embryos showed that the observed cytotoxicity is not caused by an increased caffeine concentration in the body of the organism, as the concentrations are similar regardless of the administered caffeine form. Therefore, the observed high toxicity could be the result of the synergistic effect of caffeine and cyclodextrins.

SUBMITTER: Szmeja S

PROVIDER: S-EPMC8073077 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization.

Szmeja Sebastian S Gubica Tomasz T Ostrowski Andrzej A Zalewska Aldona A Szeleszczuk Łukasz Ł Zawada Katarzyna K Zielińska-Pisklak Monika M Skowronek Krzysztof K Wiweger Małgorzata M

International journal of molecular sciences 20210418 8

Mechanochemical and in-solution synthesis of caffeine complexes with α-, β-, and γ-cyclodextrins was optimized. It was found that short-duration, low-energy cogrinding, and evaporation (instead of freeze-drying) are effective methods for the formation and isolation of these complexes. The products obtained, their pure components, and their mixtures were examined by powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), FT-IR and Raman spectroscopy. Moreover, molecular modeling ...[more]

PMID: 33919556

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Dataset Information

Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization.

Publications

Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization.

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