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dc.contributor.authorErtaş, Merve
dc.contributor.authorŞahin, Zafer
dc.contributor.authorBerk, Barkın
dc.contributor.authorYurttaş, Leyla
dc.contributor.authorBiltekin, Sevde Nur
dc.contributor.authorDemirayak, Şeref
dc.date.accessioned10.07.201910:49:13
dc.date.accessioned2019-07-10T19:50:46Z
dc.date.available10.07.201910:49:13
dc.date.available2019-07-10T19:50:46Z
dc.date.issued2018en_US
dc.identifier.citationErtaş, M., Şahin, Z., Berk, B., Yurttaş, L., Biltekin, S. ve Demirayak, Ş. (2018). Pyridine-substituted thiazolylphenol derivatives: Synthesis, modeling studies, aromatase inhibition, and antiproliferative activity evaluation. Archiv der Pharmazie, 351(3-4). https://dx.doi.org/10.1002/ardp.201700272en_US
dc.identifier.issn0365-6233
dc.identifier.issn1521-4184
dc.identifier.urihttps://dx.doi.org/10.1002/ardp.201700272
dc.identifier.urihttps://hdl.handle.net/20.500.12511/2069
dc.descriptionWOS: 000428990000003en_US
dc.descriptionPubMed ID: 29522642en_US
dc.description.abstractDrugs used in breast cancer treatments target the suppression of estrogen biosynthesis. During this suppression, the main goal is to inhibit the aromatase enzyme that is responsible for the cyclization and structuring of estrogens either with steroid or non-steroidal-type inhibitors. Non-steroidal derivatives generally have a planar aromatic structure attached to the triazole ring system in their structures, which inhibits hydroxylation reactions during aromatization by coordinating the heme group. Bioisosteric replacement of the triazole ring system and development of aromatic/cyclic structures of the side chain can increase the selectivity for aromatase enzyme inhibition. In this study, pyridine-substituted thiazolylphenol derivatives, which are non-steroidal triazole bioisosteres, were synthesized using the Hantzsch method, and physical analysis and structural determination studies were performed. The IC50 values of the compounds were determined by a fluorescence-based aromatase inhibition assay. Then, their antiproliferative activities on the MCF7 and HEK 293 cell lines were evaluated with the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Furthermore, the crystal structure of human placental aromatase was subjected to a series of docking experiments to identify the possible interactions between the most active structure and the active site. Lastly, an in silico technique was performed to analyze and predict the drug-likeness, molecular and ADME properties of the synthesized molecules.en_US
dc.description.sponsorshipAnadolu University Scientific Research Projects Commission [1410S422]en_US
dc.description.sponsorshipAnadolu University Scientific Research Projects Commission, Grant number: 1410S422en_US
dc.language.isoengen_US
dc.publisherWiley-VCH Verlagen_US
dc.rightsinfo:eu-repo/semantics/embargoedAccessen_US
dc.subjectAnticancer Activityen_US
dc.subjectAromataseen_US
dc.subjectBreast Canceren_US
dc.subjectMCF-7en_US
dc.subjectNon-Steroidal Inhibitoren_US
dc.titlePyridine-substituted thiazolylphenol derivatives: Synthesis, modeling studies, aromatase inhibition, and antiproliferative activity evaluationen_US
dc.typearticleen_US
dc.relation.ispartofArchiv der Pharmazieen_US
dc.departmentİstanbul Medipol Üniversitesi, Eczacılık Fakültesi, Eczacılık Meslek Bilimleri Bölümü, Farmasötik Kimya Ana Bilim Dalıen_US
dc.departmentİstanbul Medipol Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Bölümü, Farmasötik Mikrobiyoloji Ana Bilim Dalıen_US
dc.authorid0000-0002-2289-7950en_US
dc.authorid0000-0002-5976-676Xen_US
dc.authorid0000-0001-6047-2796en_US
dc.authorid0000-0003-1896-2729en_US
dc.authorid0000-0002-0841-1299en_US
dc.identifier.volume351en_US
dc.identifier.issue3-4en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.identifier.doi10.1002/ardp.201700272en_US
dc.identifier.wosqualityQ2en_US
dc.identifier.scopusqualityQ2en_US


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