The new water soluble zinc(II) phthalocyanines substituted with morpholine groups- synthesis and optical properties

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dc.authoridJamoussi, Bassem/0000-0003-4520-4202
dc.authoridBagda, Efkan/0000-0002-3925-3430
dc.contributor.authorKhezami, Khaoula
dc.contributor.authorHarmandar, Kevser
dc.contributor.authorBagda, Esra
dc.contributor.authorBagda, Efkan
dc.contributor.authorSahin, Gamze
dc.contributor.authorKarakodak, Nursen
dc.contributor.authorJamoussi, Bassem
dc.date.accessioned2024-10-26T18:09:40Z
dc.date.available2024-10-26T18:09:40Z
dc.date.issued2020
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractTwo new tetra- or octa-substituted zinc(II) phthalocyanines (1 and 2) bearing 3-(morpholinomethyl)phenyl groups were synthesized via Suzuki-Miyaura coupling method. These phthalocyanines (1 and 2) were converted to their water-soluble derivatives (1Q and 2Q) by quaternization of nitrogen atoms on the morpholine groups. The photochemical and photophysical properties of the non-ionic zinc(II) phthalocyanines (1 and 2) were explored in DMSO. On the other hand, these properties of the quaternized cationic derivatives (1Q and 2Q) were studied in both DMSO and aqueous solutions for determination of their photosensitizing capabilities in photodynamic therapy. The ct-DNA interaction of synthesized 1Q and 2Q were investigated and binding constants were found as 6.3 x 10(4) and 1.5 x 10(5) M, respectively. The binding constant values were found at similar levels of ethidium bromide (EB), which is a well-known intercalator. The spontaneous and exothermic nature of binding mechanisms were proved according to the calculated thermodynamic constants. Strong interactions of 1Q and 2Q with ct-DNA were also found with EB displacement assay and gel electrophoresis. Additionally, the bovine serum albumin (BSA) binding behavior of the new compounds (1Q and 2Q) were determined in water solution to verify the transporting capability of these phthalocyanines in the circulatory system and these values were found as 7.0 x 10(5) and 1.6 x 10(7) M-1 for 1Q and 2Q, respectively.
dc.description.sponsorshipCommission of Scientific Research Projects of Sivas Cumhuriyet University, Turkey [F-587]
dc.description.sponsorshipThis work was partially supported by Commission of Scientific Research Projects of Sivas Cumhuriyet University, Turkey under the project number F-587.
dc.identifier.doi10.1016/j.jphotochem.2020.112736
dc.identifier.issn1010-6030
dc.identifier.issn1873-2666
dc.identifier.scopus2-s2.0-85087675587
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1016/j.jphotochem.2020.112736
dc.identifier.urihttps://hdl.handle.net/20.500.12418/30218
dc.identifier.volume401
dc.identifier.wosWOS:000573273300003
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Science Sa
dc.relation.ispartofJournal of Photochemistry and Photobiology A-Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectZinc phthalocyanine
dc.subjectWater soluble
dc.subjectPhotophysical
dc.subjectPhotochemical
dc.subjectDNA binding
dc.subjectBSA binding
dc.titleThe new water soluble zinc(II) phthalocyanines substituted with morpholine groups- synthesis and optical properties
dc.typeArticle

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