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dc.contributor.authorBerk, Barkın
dc.contributor.authorBender, Ceysu
dc.contributor.authorAkkol Küpeli, Esra
dc.contributor.authorYeşilada, Erdem
dc.date.accessioned10.07.201910:49:13
dc.date.accessioned2019-07-10T19:36:15Z
dc.date.available10.07.201910:49:14
dc.date.available2019-07-10T19:36:15Z
dc.date.issued2016en_US
dc.identifier.citationBerk, B., Bender, C., Akkol Küpeli, E. ve Yeşilada, E. (2016). Design and synthesis of stable N-[2-(Aryl/heteroaryl substituted)ethyl] propanamide derivatives of (S)-ketoprofen and (S)-ibuprofen as non-ulcerogenic anti-inflammatory and analgesic agents. Acta Pharmaceutica Sciencia, 54(1), 65-80. https://dx.doi.org/10.23893/1307-2080.APS.0546en_US
dc.identifier.issn1307-2080
dc.identifier.urihttps://hdl.handle.net/20.500.12511/1111
dc.identifier.urihttps://dx.doi.org/10.23893/1307-2080.APS.0546
dc.description.abstractThe carboxylic acid groups of (S) ketoprofen and (S) ibuprofen were brought into reaction with substituted ethylamine derivatives to form (S)-2-(4-isobutylphenyl)- and (S)-2-(3-benzoylphenyl)-N-[2-(aryl/heteroaryl substituted) ethyl]propanamide derivatives. Then, these sets were evaluated in terms of their in vivo anti-inflammatory and analgesic properties using the carrageenan-induced paw edema and p-benzoquinone-induced writhing models. Among the synthesized compounds, (S)-2-(4-isobutylphenyl)-N-[2-(pyrrolidin-1-yl)ethyl]propanamide (4f) showed the highest activity at the 100mg/kg dose inducing no gastric lesions when compared to the parent compound, ibuprofen. In vitro studies on chemical stability revealed that the amide derivative with the highest activity (4f) was chemically stable in simulated gastric (pH 1.2) and intestinal fluids (pH 7.4). In 80% v/v human plasma, the amide derivative was found to be stable against plasma hydrolases over the experimental period. The most active compound, (S)-2-(4-isobutylphenyl)-N-[2-(pyrrolidin-1-yl)ethyl]propanamide, was also studied in 10% rat liver homogenate (pH 7.4) to identify its release pattern as a prodrug.en_US
dc.language.isoengen_US
dc.publisherUniversity of Istanbulen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectAnti-inflammatoryen_US
dc.subjectIbuprofenen_US
dc.subjectKetoprofenen_US
dc.subjectNSAIDsen_US
dc.titleDesign and synthesis of stable N-[2-(Aryl/heteroaryl substituted)ethyl] propanamide derivatives of (S)-ketoprofen and (S)-ibuprofen as non-ulcerogenic anti-inflammatory and analgesic agentsen_US
dc.typearticleen_US
dc.relation.journalActa Pharmaceutica Scienciaen_US
dc.departmentİstanbul Medipol Üniversitesi, Eczacılık Fakültesi, Eczacılık Meslek Bilimleri Bölümü, Farmasötik Kimya Ana Bilim Dalıen_US
dc.authorid0000-0001-6047-2796en_US
dc.identifier.volume54en_US
dc.identifier.issue1en_US
dc.identifier.startpage65en_US
dc.identifier.endpage80en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.identifier.doi10.23893/1307-2080.APS.0546en_US


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