Alkyl chain modified metalophthalocyanines with enhanced antioxidant-antimicrobial properties by doping Ag+ and Pd2+ ions

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dc.authoridALICI, Esma Hande/0000-0001-9961-3824
dc.authoridBILGICLI, Ahmet Turgut/0000-0002-4144-7357
dc.authoridYarasir, Meryem Nilufer/0000-0002-7327-7137
dc.authoridArabaci, Gulnur/0000-0002-1190-5695
dc.authoridGunsel, Armagan/0000-0003-1965-1017
dc.contributor.authorAlici, Esma Hande
dc.contributor.authorBilgicli, Ahmet T.
dc.contributor.authorTuzun, Burak
dc.contributor.authorGunsel, Armagan
dc.contributor.authorArabaci, Gulnur
dc.contributor.authorYarasir, M. Nilufer
dc.date.accessioned2024-10-26T18:05:15Z
dc.date.available2024-10-26T18:05:15Z
dc.date.issued2022
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractIn this study, we report the synthesis and characterization of peripheral alkyl chain-substituted metalophthalocyanines [CuPc (3) , ZnPc (4) , and CoPc (5) ] as optically sensitive substances with antifungal and antibacterial properties. Synthesized compounds were characterized by using common spectroscopic methods such as H-1 NMR, C-13 NMR, FT-IR, MALDI-TOF, fluorescence, and UV-Vis spectroscopy. Aggregation behaviors of phthalocyanines in the presence of Ag+ and Pd2+ ions were investigated by UV-Vis and fluorescence spectroscopy. The quenching capacity of Ag+ and Pd2+ ions for (4) was calculated from the Stern-Volmer equation and was found to be 9.76 x 10(4) mol/L and 2.86 x 10(5) mol/L for Pd2+ and Ag+ ions, respectively. The binding stoichiometry (n) and binding constant (K-a) of (4) for Ag+and Pd2+ ions were calculated by the changed Benesi-Hildebrand equation. K-a value of (4) for Ag+ and Pd2+ ions are 2.57 x 10(9) M-1 and 1.44 x 10(8) M-1 , respectively. The binding ratio of (4) for Ag+ and Pd2+ ions is 1.83 and 1.68, respectively. The morphological features of phthalocyanine derivatives were examined before and after the Ag + or Pd(2+)ions treatment by scanning electron microscopy (SEM). In addition, the antioxidant efficiencies of newly synthesized metalophthalocyanines and their Ag+ and Pd2+ ion-doped aggregates were evaluated using different methods such as DPPH free radical scavenging, iron ion chelating, and reducing power activities. The chemical and biological activities of phthalonitrile and its metalophthalocyanines were also evaluated by DFT and molecular docking calculations. Finally, the antifungal and antibacterial efficiencies of newly synthesized beta-substituted phthalocyanines and their Ag+ and Pd2+ ion-doped forms were investigated using macrobroth dilution and disk diffusion methods. (c) 2022 Elsevier B.V. All rights reserved.
dc.description.sponsorshipTUBITAK Research Fund [116Z052]
dc.description.sponsorshipThis work was supported by TUBITAK Research Fund (Project no: 116Z052) . This research was made possible by TUBITAK ULAK-BIM, High Performance and Grid Computing Center (TR-Grid e-Infrastructure) .
dc.identifier.doi10.1016/j.molstruc.2022.132634
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85124791405
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2022.132634
dc.identifier.urihttps://hdl.handle.net/20.500.12418/28883
dc.identifier.volume1257
dc.identifier.wosWOS:000789873000003
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofJournal of Molecular Structure
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectPhthalocyanine
dc.subjectMetal ion binding
dc.subjectFluorescence
dc.subjectAntioxidant
dc.subjectAntimicrobial
dc.subjectDft
dc.subjectMolecular docking
dc.titleAlkyl chain modified metalophthalocyanines with enhanced antioxidant-antimicrobial properties by doping Ag+ and Pd2+ ions
dc.typeArticle

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