Ketoprofen-based ionic liquids: Synthesis and interactions with bovine serum albumin

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creativework.keywordsBinding constants, Bovine serum albumin, Ionic liquids, Ketoprofen, Secondary structure
creativework.publisherMDPI AGPostfachBaselCH-4005indexing@mdpi.comen
dc.contributor.authorOssowicz P.
dc.contributor.authorKardaleva P.
dc.contributor.authorGuncheva M.
dc.contributor.authorKlebeko J.
dc.contributor.authorŚwiątek E.
dc.contributor.authorJanus E.
dc.contributor.authorYancheva D.
dc.contributor.authorAngelov I.
dc.date.accessioned2024-07-10T14:27:04Z
dc.date.accessioned2024-07-10T14:49:31Z
dc.date.available2024-07-10T14:27:04Z
dc.date.available2024-07-10T14:49:31Z
dc.date.issued2020-01-01
dc.description.abstractThe development of ionic liquids based on active pharmaceutical ingredients (API-ILs) is a possible solution to some of the problems of solid and/or hydrophobic drugs such as low solubility and bioavailability, polymorphism and an alternative route of administration could be suggested as compared to the classical drug. Here, we report for the first time the synthesis and detailed characterization of a series of ILs containing a cation amino acid esters and anion ketoprofen (KETO-ILs). The affinity and the binding mode of the KETO-ILs to bovine serum albumin (BSA) were assessed using fluorescence spectroscopy. All compounds bind in a distance not longer than 6.14 nm to the BSA fluorophores. The estimated binding constants (KA) are in order of 105 L mol-1, which is indicative of strong drug or IL-BSA interactions. With respect to the ketoprofen-BSA system, a stronger affinity of the ILs containing l-LeuOEt, l-ValOBu, and l-ValOEt cation towards BSA is clearly seen. Fourier transformed infrared spectroscopy experiments have shown that all studied compounds induced a rearrangement of the protein molecule upon binding, which is consistent with the suggested static mechanism of BSA fluorescence quenching and formation of complexes between BSA and the drugs. All tested compounds were safe for macrophages.
dc.identifier.doi10.3390/molecules25010090
dc.identifier.issn1420-3049
dc.identifier.scopusSCOPUS_ID:85077258082en
dc.identifier.urihttps://rlib.uctm.edu/handle/123456789/564
dc.language.isoen
dc.source.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85077258082&origin=inward
dc.titleKetoprofen-based ionic liquids: Synthesis and interactions with bovine serum albumin
dc.typeArticle
oaire.citation.issue1
oaire.citation.volume25
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