PUBLICATION
Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization
- Authors
- Szmeja, S., Gubica, T., Ostrowski, A., Zalewska, A., Szeleszczuk, Ł., Zawada, K., Zielińska-Pisklak, M., Skowronek, K., Wiweger, M.
- ID
- ZDB-PUB-210501-12
- Date
- 2021
- Source
- International Journal of Molecular Sciences 22(8): (Journal)
- Registered Authors
- Wiweger, Malgorzata
- Keywords
- analytical methods, caffeine, cyclodextrins, mechanochemical synthesis, toxicity, zebrafish
- MeSH Terms
-
- Animals
- Caffeine/chemistry*
- Caffeine/pharmacology
- Calorimetry, Differential Scanning
- Cyclodextrins/chemistry*
- Cyclodextrins/pharmacology
- Drug Synergism
- Embryo, Nonmammalian/drug effects
- Spectroscopy, Fourier Transform Infrared
- Spectrum Analysis, Raman
- X-Ray Diffraction
- Zebrafish
- PubMed
- 33919556 Full text @ Int. J. Mol. Sci.
Citation
Szmeja, S., Gubica, T., Ostrowski, A., Zalewska, A., Szeleszczuk, Ł., Zawada, K., Zielińska-Pisklak, M., Skowronek, K., Wiweger, M. (2021) Caffeine-Cyclodextrin Complexes as Solids: Synthesis, Biological and Physicochemical Characterization. International Journal of Molecular Sciences. 22(8):.
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.
Genes / Markers
Expression
Phenotype
Mutations / Transgenics
Human Disease / Model
Sequence Targeting Reagents
Fish
Orthology
Engineered Foreign Genes
Mapping