Synthesis, characterization, photophysical, and photochemical properties of novel phthalocyanines containing thymoxy groups as bioactive units

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dc.authoridAtajanov, Rovshen/0000-0002-3759-811X
dc.authorwosidAtajanov, Rovshen/JJF-0078-2023
dc.contributor.authorAtajanov, Rovshen
dc.contributor.authorKhezami, Khaoula
dc.contributor.authorDurmus, Mahmut
dc.contributor.authorOdabas, Zafer
dc.date.accessioned2024-05-19T14:50:27Z
dc.date.available2024-05-19T14:50:27Z
dc.date.issued2023
dc.departmentİstinye Üniversitesien_US
dc.description.abstractIn this study, new 4-chloro-5-(2-isopropyl-5-methylphenoxy)phthalonitrile compound, containing bioactive thymoxy group, and its metal-free phthalocyanine and metallo-phthalocyanine derivatives were synthesized for the first time. Their structures were determined by spectroscopic methods such as FTIR, UV-Vis, H-1-, and C-13-NMR (for phthalonitrile derivative), MALDI-TOF mass spectrometry (for phthalocyanine derivatives) and elemental analysis as well. The phthalocyanines showed excellent solubility in polar and nonpolar solvents without aggregation and absorb at long wavelengths with their high molar coefficient. In N,N-dimethylformamide, the effects of the type of central metal ions [metal-free, indium(III) acetate, lutetium(III) acetate, magnesium(II) or zinc(II)] in the phthalocyanine, containing bioactive thymoxy group, cavity on the spectroscopic, photophysical, and photochemical properties of the phthalocyanines were determined. These features are compared with each other. Lutetium(III) acetate phthalocyanine did not show any fluorescence, while metal-free phthalocyanine and indium(III) acetate phthalocyanine showed low fluorescence. It was determined that magnesium phthalocyanine significantly enriched the fluorescence, and zinc phthalocyanine had appropriate and sufficient fluorescence. Lutetium(III) acetate and zinc(II), especially indium(III) acetate phthalocyanines, could produce large amounts of singlet oxygen. Metal-free and magnesium phthalocyanines had the capacity to produce sufficient singlet oxygen (it means production of enough amount of singlet oxygen by a photosensitizer candidate during PDT applications). All phthalocyanines have sufficient and suitable photostability (it means an ideal photosensitizer should be stable under light irradiation until complete its PDT activation, and it should be decomposed after its PDT activation so that it does not accumulate in the body). With these determined properties, magnesium(II), especially indium(III) acetate and zinc(II) phthalocyanines, may be suitable candidates as type II photosensitizers for photodynamic therapy applications. Lutetium(III) acetate phthalocyanine may be a photosensitizer candidate in photocatalytic applications.en_US
dc.description.sponsorshipResearch Foundation of Marmara University, Commission of Scientific Research (BAPKO) [FEN-C-YLP-120418-0164]en_US
dc.description.sponsorshipAcknowledgementsWe are grateful to the Research Foundation of Marmara University, Commission of Scientific Research (BAPKO) for their support of this research as part of the project: FEN-C-YLP-120418-0164. In addition, we are very grateful to Assoc. Prof. Dr. Mehmet Piskin for his skillful and fruitful collaboration.en_US
dc.identifier.doi10.1007/s11243-023-00525-y
dc.identifier.endpage89en_US
dc.identifier.issn0340-4285
dc.identifier.issn1572-901X
dc.identifier.issue2en_US
dc.identifier.scopus2-s2.0-85150031997en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage79en_US
dc.identifier.urihttps://doi.org10.1007/s11243-023-00525-y
dc.identifier.urihttps://hdl.handle.net/20.500.12713/5711
dc.identifier.volume48en_US
dc.identifier.wosWOS:000949386300001en_US
dc.identifier.wosqualityN/Aen_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofTransition Metal Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.snmz20240519_kaen_US
dc.subjectPhotodynamic Therapyen_US
dc.subjectCarvacrolen_US
dc.titleSynthesis, characterization, photophysical, and photochemical properties of novel phthalocyanines containing thymoxy groups as bioactive unitsen_US
dc.typeArticleen_US

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