Synthesis of Selagibenzophenone A and Its Derivatives for Evaluation of Their Antiproliferative, ROR gamma Inverse Agonistic, and Antimicrobial Effect

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dc.authorid0000-0001-8859-0268en_US
dc.authorid-en_US
dc.authorid0000-0002-3553-709Xen_US
dc.authorid0000-0002-1740-4867en_US
dc.authorscopusid57814005300en_US
dc.authorscopusid57815180000en_US
dc.authorscopusid57226867543en_US
dc.authorscopusid22136607900en_US
dc.authorwosidAEL-8468-2022en_US
dc.authorwosidGPT-0583-2022en_US
dc.authorwosid-en_US
dc.authorwosid-en_US
dc.contributor.authorLapinskaite, Ringaile
dc.contributor.authorAtalay, Hazal Nazlıcan
dc.contributor.authorMalatinec, Stefan
dc.contributor.authorDönmez, Serhat
dc.contributor.authorÇınar, Zeynep Özlem
dc.contributor.authorSchwarz, Patrik F. F.
dc.contributor.authorPerhal, Alexander F. F.
dc.contributor.authorTümer Boyuneğmez, Tuğba
dc.date.accessioned2023-08-21T08:22:33Z
dc.date.available2023-08-21T08:22:33Z
dc.date.issued2023en_US
dc.departmentEnstitüler, Lisansüstü Eğitim Enstitüsü, Moleküler Biyoloji ve Genetik Ana Bilim Dalı
dc.departmentFakülteler, Fen Fakültesi, Moleküler Biyoloji ve Genetik Bölümü
dc.description.abstractWe report a modular synthetic approach towards novel derivatives of the naturally occurring arylated benzophenone selagibenzophenone A. The initial strategy for the construction of the carbon framework of the derivatives relied on the Suzuki reaction of 2,4,6-tribromobenzonitrile, and the addition of the aryl lithium species to nitrile to generate imine. However, the formed imines showed remarkable stability toward hydrolysis. Therefore, Suzuki cross-coupling was carried out with 2,4,6-tribromobenzaldehyde and the subsequent addition of organometallic species to the aldehyde. Oxidation of the resulting alcohol ensured the access to desired ketones. The importance of the developed modular strategy is underlined by the discovery of several derivatives with selective cytotoxic effects and potential anti-inflammatory activity superior to the effect of the natural product.en_US
dc.identifier.citationLapinskaite, R., Atalay, H. N., Malatinec, Š., Dönmez, S., Çınar, Z. O., Schwarz, P. F., … Rycek, L. (2023). Synthesis of Selagibenzophenone A and Its Derivatives for Evaluation of Their Antiproliferative, RORγ Inverse Agonistic, and Antimicrobial Effect. ChemistrySelect, 8(7). https://doi.org/10.1002/slct.202204816en_US
dc.identifier.doi10.1002/slct.202204816
dc.identifier.issn2365-6549
dc.identifier.issue7en_US
dc.identifier.scopus2-s2.0-85148471422
dc.identifier.urihttps://doi.org/10.1002/slct.202204816
dc.identifier.urihttps://hdl.handle.net/20.500.12428/4507
dc.identifier.volume8en_US
dc.identifier.wosWOS:000929929100001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorAtalay, Hazal Nazlıcan
dc.institutionauthorDönmez, Serhat
dc.institutionauthorÇınar, Zeynep Özlem
dc.institutionauthorTümer Boyuneğmez, Tuğba
dc.language.isoen
dc.publisherJohn Wiley and Sons Incen_US
dc.relation.ispartofChemistrySelecten_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.rightsAttribution 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/us/*
dc.subjectAntiproliferationen_US
dc.subjectBiological activityen_US
dc.subjectDrug discoveryen_US
dc.subjectMedicinal chemistryen_US
dc.subjectNatural productsen_US
dc.titleSynthesis of Selagibenzophenone A and Its Derivatives for Evaluation of Their Antiproliferative, ROR gamma Inverse Agonistic, and Antimicrobial Effect
dc.typeArticle

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