Design of l -lysine-based organogelators and their applications in drug release processes

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dc.authorid0000-0001-9805-9745en_US
dc.contributor.authorKaplan, Şeref
dc.contributor.authorÇolak, Mehmet
dc.contributor.authorHoşgören, Halil
dc.contributor.authorPirinççioğlu, Necmettin
dc.date.accessioned2023-11-28T13:18:30Z
dc.date.available2023-11-28T13:18:30Z
dc.date.issued2019en_US
dc.departmentDicle Üniversitesi, Fen Fakültesi, Kimya Bölümüen_US
dc.description.abstractThis work reports on the synthesis of three new l-lysine-based organogelators bis(N2-alkanoyl-N6-l-lysyl ethylester)oxalylamides, where alkanoyls are lauroyl, myristoyl, and palmitoyl. The gels of these gelators were prepared with high yields in eco-friendly solvents commonly used in cosmetics such as ethyl and isopropyl esters of lauric and myristic acids, liquid paraffin, 1-decanol, and 1,2-propanediol. Fourier transform infrared measurements revealed the involvement of intermolecular hydrogen bonds in the gelation. Scanning electron microscopy images of xerogels indicated different morphologic patterns with regard to the alkanoyl chain length and the solvent employed in their preparation. The gel formation was supported by rheological measurements. Three gels prepared in liquid paraffin were loaded with naproxen (Npx) with a quite high loading capacity (up to 166.6% as percentage of gelator) without gel disruption. The release of Npx from the gel matrix into the buffered solution at physiologic pH was evaluated using UV-vis spectroscopy. The results revealed that the release rate of Npx from the organogels significantly retarded with increasing organogelator concentration, whereas it enhanced with increasing Npx concentration. The rate was also found to be pH-dependent; the lower the pH, the lower the rate. Furthermore, molecular dynamic calculations performed on the octamer of myristoyl-bearing gelator (N2M/N6Lys) in 1,2-propanediol provided useful information regarding the structural properties of the gels, which may be of interest to interpret the structure of the gel matrix. Altogether, this work provided valuable outcomes, which may be relevant to the pharmaceutical industry. It may be suggested that l-lysine-based gels have potentials in the delivery of nonsteroidal anti-inflammatory drug molecules. Besides, the release of the drug can be fine-tuned by the correct choice of gelator-solvent combination.en_US
dc.identifier.citationKaplan, Ş., Çolak, M. ve Hoşgören, H. (2019). Design of l -lysine-based organogelators and their applications in drug release processes. ACS Omega, 4(7), 12342-12356.en_US
dc.identifier.doi10.1021/acsomega.9b01086
dc.identifier.endpage12356en_US
dc.identifier.issn2470-1343
dc.identifier.issue7en_US
dc.identifier.pmid31460352
dc.identifier.scopus2-s2.0-85069702788
dc.identifier.scopusqualityQ1
dc.identifier.startpage12342en_US
dc.identifier.urihttps://pubs.acs.org/doi/10.1021/acsomega.9b01086
dc.identifier.urihttps://hdl.handle.net/11468/13057
dc.identifier.volume4en_US
dc.identifier.wosWOS:000482176800118
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.institutionauthorKaplan, Şeref
dc.institutionauthorÇolak, Mehmet
dc.institutionauthorHoşgören, Halil
dc.institutionauthorPirinççioğlu, Necmettin
dc.language.isoenen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofACS Omega
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectDrug release processesen_US
dc.subjectl-Lysine-Based Organogelatorsen_US
dc.titleDesign of l -lysine-based organogelators and their applications in drug release processesen_US
dc.titleDesign of l -lysine-based organogelators and their applications in drug release processes
dc.typeArticleen_US

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