Synthesis, antioxidant and antimicrobial properties of novel pyridyl-carbonyl thiazoles as dendrodoine analogs

dc.authorid0000-0002-5976-676X
dc.authorid0000-0003-1896-2729
dc.authorid0000-0002-0841-1299
dc.contributor.authorŞahin, Zafer
dc.contributor.authorBiltekin, Sevde Nur
dc.contributor.authorYurttaş, Leyla
dc.contributor.authorDemirayak, Şeref
dc.date.accessioned2021-01-07T07:12:21Z
dc.date.available2021-01-07T07:12:21Z
dc.date.issued2020
dc.departmentİstanbul Medipol Üniversitesi, Eczacılık Fakültesi, Eczacılık Meslek Bilimleri Bölümü, Farmasötik Kimya Ana Bilim Dalı
dc.departmentİstanbul Medipol Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Bölümü, Farmasötik Mikrobiyoloji Ana Bilim Dalı
dc.description.abstractMarine compound dendrodoine was first obtained from tunicate species (Dendrodo grossularia). It has a five-membered ring, namely, it is a heterocycle thiadiazole, which is found rarely in natural sources. Following its biological activities, novel analogs have been investigated recently. Synthesis of the analogs for this study is realized with uncommon thiazole closure, including methylene-carbonyl condensation. Structures are elucidated by NMR (H-1, C-13) and HRMS spectrums. As an alkaloid derivative, antioxidant properties were evaluated with DPPH and FRAP assays and antimicrobial effect with microclilution method. Among the series, 3bc-3cf showed higher antioxidant activity than those having 3 or 4-pyridyl substituents. There is lesser activity for 2-pyridyl activity for 2-pyridyl containing group, which may be a result of intramolecular interactions. No activity was observed against gram-negative bacteria at 250 mu g/mL. 3ae and 3ce showed activity at 64 mu g/mL against S. aureus and 3ae showed activity at 16 pg/ml. against S. epidermidis gram-positive bacteria. Chloramphenicol showed activity against all microorganisms at 8-16 mu g/mL. Sixteen original dendrodoine analogs have been defined by close/higher activity compared to dendrodoine analogs and Trolox.
dc.identifier.citationŞahin, Z., Biltekin, S. N., Yurttaş, L. ve Demirayak, Ş. (2020). Synthesis, antioxidant and antimicrobial properties of novel pyridyl-carbonyl thiazoles as dendrodoine analogs. Turkish Journal of Chemistry, 44(6), 1733-1741. https://dx.doi.org/10.3906/kim-2008-8
dc.identifier.doi10.3906/kim-2008-8
dc.identifier.endpage1741
dc.identifier.issn1300-0527
dc.identifier.issue6
dc.identifier.scopusqualityQ3
dc.identifier.startpage1733
dc.identifier.urihttps://dx.doi.org/10.3906/kim-2008-8
dc.identifier.urihttps://hdl.handle.net/20.500.12511/6192
dc.identifier.volume44
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakTR-Dizin
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherScientific and Technical Research Council of Turkey
dc.relation.ispartofTurkish Journal of Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsAttribution 4.0 International*
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/*
dc.subjectAntioxidant
dc.subjectAntimicrobial
dc.subjectThiazole
dc.subjectDendrodoine
dc.titleSynthesis, antioxidant and antimicrobial properties of novel pyridyl-carbonyl thiazoles as dendrodoine analogs
dc.typeArticle

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