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Authors
Wiest, JohannesKehrein, Josef
Saedtler, Marco
Schilling, Klaus
Cataldi, Eleonora
Sotriffer, Christoph A
Holzgrabe, Ulrike
Rasmussen, Tim
Böttcher, Bettina
Cronin-Golomb, Mark
Lehmann, Matthias
Jung, Nathalie
Windbergs, Mike
Meinel, Lorenz
Issue Date
2020-10-29
Metadata
Show full item recordAbstract
Controlling physicochemical properties of light-unresponsive drugs, by light, prima facie, a paradox approach. We expanded light control by ion pairing light-unresponsive salicylate or ibuprofen to photoswitchable azobenzene counterions, thereby reversibly controlling supramolecular structures, hence the drugs' physicochemical and kinetic properties. The resulting ion pairs photoliquefied into room-temperature ionic liquids under ultraviolet light. Aqueous solutions showed trans-cis-dependent supramolecular structures under a light with wormlike aggregates decomposing into small micelles and vice versa. Light control allowed for permeation through membranes of cis-ibuprofen ion pairs within 12 h in contrast to the trans ion pairs requiring 72 h. In conclusion, azobenzene ion-pairing expands light control of physicochemical and kinetic properties to otherwise light-unresponsive drugs.Citation
Mol Pharm. 2020 Oct 29. doi: 10.1021/acs.molpharmaceut.0c00720. Epub ahead of print.Affiliation
HIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany.Publisher
American Chemical Society (ACS)Journal
Molecular pharmaceuticsPubMed ID
33118829Type
ArticleLanguage
enEISSN
1543-8392ae974a485f413a2113503eed53cd6c53
10.1021/acs.molpharmaceut.0c00720
Scopus Count
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- Creative Commons
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