Water-Soluble Quaternized Serotonin Substituted Zinc-Phthalocyanine for Photodynamic Therapy Applications

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dc.contributor.authorYabaş, Ebru
dc.contributor.authorErden, Fuat
dc.date.accessioned2024-10-26T17:34:00Z
dc.date.available2024-10-26T17:34:00Z
dc.date.issued2023
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractPoor water solubility is the main drawback of phthalocyanine (Pc)-based second generation photosensitizing agents in photodynamic therapy (PDT). To resolve this, we proposed preparation of quaternized serotonin substituted zinc phthalocyanine (q-Ser-ZnPc) since the positive charge on quaternary amines could improve water-solubility and might limit self-interactions of hydrophobic aromatic surface of Pc in aqueous solutions. Briefly, serotonin substituted phthalonitrile was prepared by reaction of 4-nitrophthalonitrile with 5-hydroxytryptamine (Serotonin). Serotonin substituted zinc(II) phthalocyanine (Ser-ZnPc) was prepared by cyclotetramerization of serotonin substituted phthalonitrile. Then, q-Ser-ZnPc was prepared by the quaternization reaction of Ser-ZnPc. The synthesized compounds were characterized by 1H-NMR, UV-Vis, FT-IR, fluorescence, and elemental analysis. Importantly, unlike ZnPc, which is among most widely used second generation photosensitizing agents, we report that q-Ser-ZnPc is actually water-soluble. Besides, q-Ser-ZnPc also absorbs light in the wavelengths corresponding to the therapeutic window. What’s more, q-Ser-ZnPc exhibits a higher fluorescence quantum yield than that of ZnPc. Thus, the material might be useful particularly for image-guided PDT applications.
dc.identifier.doi10.17776/csj.1191282
dc.identifier.endpage105
dc.identifier.issn2587-2680
dc.identifier.issn2587-246X
dc.identifier.issue1
dc.identifier.startpage99
dc.identifier.trdizinid1162888
dc.identifier.urihttps://doi.org/10.17776/csj.1191282
dc.identifier.urihttps://search.trdizin.gov.tr/tr/yayin/detay/1162888
dc.identifier.urihttps://hdl.handle.net/20.500.12418/23464
dc.identifier.volume44
dc.indekslendigikaynakTR-Dizin
dc.language.isoen
dc.relation.ispartofCumhuriyet Science Journal
dc.relation.publicationcategoryMakale - Ulusal Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectPhotodynamic therapy
dc.subjectPhthalocyanine
dc.subjectPhotosensitizer
dc.subjectWater-soluble
dc.subjectSerotonin.
dc.titleWater-Soluble Quaternized Serotonin Substituted Zinc-Phthalocyanine for Photodynamic Therapy Applications
dc.typeArticle

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