Schiff base derivatives of 4-aminoantipyrine as promising molecules: Synthesis, structural characterization, and biological activities

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dc.authorid0000-0003-0401-7419en_US
dc.authorid0000-0002-7840-5919en_US
dc.authorid0000-0003-4163-9962en_US
dc.authorid0000-0003-0419-7798en_US
dc.authorid0000-0002-9325-3757en_US
dc.contributor.authorÇakmak, Reşit
dc.contributor.authorBaşaran, Eyüp
dc.contributor.authorBoğa, Mehmet
dc.contributor.authorErdoğan, Ömer
dc.contributor.authorÇınar, Ercan
dc.contributor.authorÇevik, Özge
dc.date.accessioned2024-04-18T12:44:44Z
dc.date.available2024-04-18T12:44:44Z
dc.date.issued2022en_US
dc.departmentDicle Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Bölümüen_US
dc.description.abstractAbstract: In this study, some Schiff bases derived from 4-aminoantipyrine (4-AAP) (VI–X) were synthesized, characterized by elemental analysis (C, H, N) and three spectral techniques (FT-IR, 1H, and 13C NMR), and then their antioxidant activity was investigated by employing four different methods. Subsequently, the inhibitory influences of the synthesized molecules against acetylcholinesterase (AChE), butyrylcholinesterase (BChE), tyrosinase enzymes were tested. More importantly, the cytotoxic effects of all title molecules were also evaluated on HeLa human cervical cancer and L929 mouse fibroblast cell lines. According to the results obtained, compound (VI) (IC50: 16.82 ± 0.17 μM) showed higher ABTS cation radical scavenging activity than BHA (IC50: 17.59 ± 0.10 μM). In CUPRAC assay, it was determined that the activity ordering of the bioactive molecules has been determined as VII > X > VII > α-TOC > IX > I > II > V > VI. In AChE assay, compound (I) indicated a high potent inhibition activity with 91.75 ± 1.15% better than galanthamine. In BChE assay, compound (VII) had good BChE inhibition activity (78.76 ± 1.47%) better than galanthamine. Compound (V) showed strong tyrosinase inhibition activity with 52.85 ± 0.23% value at 200 μM concentration. Compound (III) showed the best cytotoxic effect on HeLa cells with an IC50 dose of 21.47 µM. Consequently, it can be said that some of these synthesized molecules were potentially new anti-Alzheimer drug candidate molecules.en_US
dc.identifier.citationÇakmak, R., Başaran, E., Boğa, M., Erdoğan, Ö., Çınar, E. ve Çevik, Ö. (2022). Schiff base derivatives of 4-aminoantipyrine as promising molecules: Synthesis, structural characterization, and biological activities. Russian Journal of Bioorganic Chemistry, 48(2), 334-344.en_US
dc.identifier.doi10.1134/S1068162022020182
dc.identifier.endpage344en_US
dc.identifier.issn1068-1620
dc.identifier.issue2en_US
dc.identifier.scopus2-s2.0-85130706478
dc.identifier.scopusqualityQ4
dc.identifier.startpage334en_US
dc.identifier.urihttps://link.springer.com/article/10.1134/S1068162022020182
dc.identifier.urihttps://hdl.handle.net/11468/13926
dc.identifier.volume48en_US
dc.identifier.wosWOS:000800577300013
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorBoğa, Mehmet
dc.language.isoenen_US
dc.publisherPleiades journalsen_US
dc.relation.ispartofRussian Journal of Bioorganic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAnticancer activityen_US
dc.subjectAntioxidantsen_US
dc.subjectEnzyme inhibitorsen_US
dc.subjectSchiff basesen_US
dc.titleSchiff base derivatives of 4-aminoantipyrine as promising molecules: Synthesis, structural characterization, and biological activitiesen_US
dc.titleSchiff base derivatives of 4-aminoantipyrine as promising molecules: Synthesis, structural characterization, and biological activities
dc.typeArticleen_US

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