The effect of on/off molecular switching on the photophysical and photochemical properties of axially calixarene substituted activatable silicon(IV)phthalocyanine photosensitizers

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dc.authoridOzpinar, Gul/0000-0002-6913-183X
dc.contributor.authorGungor, Omer
dc.contributor.authorOzpinar, Gul Altinbas
dc.contributor.authorDurmus, Mahmut
dc.contributor.authorAhsen, Vefa
dc.date.accessioned2025-01-27T20:51:51Z
dc.date.available2025-01-27T20:51:51Z
dc.date.issued2016
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractSilicon(IV) phthalocyanines (4 and 5) bearing two calixarene groups as axial ligands were synthesized. Surprisingly, both phthalocyanines were obtained as two different isomers (4a-b and 5a-b) depending on the distance between calixarene benzene groups and the phthalocyanine ring. DFT and TD-DFT computations were performed to model plausible structures of these isomers and to simulate electronic absorption spectra. These isomers converted into each other depending on the polarity of the used solvent, temperature and light irradiation. The photophysical and photochemical properties of each isomer were investigated in dimethylsulfoxide (DMSO) for the determination of photodynamic therapy (PDT) activities of these compounds. The more blue-shifted isomers (4b and 5b) showed higher fluorescence quantum yields and singlet oxygen generation compared to more red-shifted counterparts (4a and 5a). This behavior is extremely important for developing activatable photosensitizers for cancer treatment by PDT. Although these photosensitizers produce lower singlet oxygen in normal cells, they produce higher singlet oxygen (six times higher for 5b) in cancer cells since these photosensitizers converted to more blue-shifted isomers by using light irradiation.
dc.identifier.doi10.1039/c6dt00874g
dc.identifier.endpage7641
dc.identifier.issn1477-9226
dc.identifier.issn1477-9234
dc.identifier.issue18
dc.identifier.pmid27052992
dc.identifier.scopus2-s2.0-84968764214
dc.identifier.scopusqualityQ2
dc.identifier.startpage7634
dc.identifier.urihttps://doi.org/10.1039/c6dt00874g
dc.identifier.urihttps://hdl.handle.net/20.500.12428/25543
dc.identifier.volume45
dc.identifier.wosWOS:000375689300012
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherRoyal Soc Chemistry
dc.relation.ispartofDalton Transactions
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectPhthalocyanine
dc.subjectElectrochemistry
dc.subjectSeparation
dc.titleThe effect of on/off molecular switching on the photophysical and photochemical properties of axially calixarene substituted activatable silicon(IV)phthalocyanine photosensitizers
dc.typeArticle

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