Nipagin-Functionalized Porphyrazine and Phthalocyanine—Synthesis,Physicochemical Characterization and Toxicity Study after Deposition on Titanium Dioxide Nanoparticles P25 |
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| Authors: | Dariusz T. Mlynarczyk Daniel Ziental Emil Kolasinski Lukasz Sobotta Tomasz Koczorowski Jadwiga Mielcarek Tomasz Goslinski |
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| Affiliation: | 1.Chair and Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland; (E.K.); (T.K.); (T.G.);2.Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznań, Poland; (D.Z.); (L.S.); (J.M.) |
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| Abstract: | Aza-porphyrinoids exhibit distinct spectral properties in UV-Vis, and they are studied in applications such as photosensitizers in medicine and catalysts in technology. The use of appropriate peripheral substituents allows the modulation of their physicochemical properties. Phthalocyanine and sulfanyl porphyrazine octa-substituted with 4-(butoxycarbonyl)phenyloxy moieties were synthesized and characterized using UV-Vis and NMR spectroscopy, as well as mass spectrometry. A comparison of porphyrazine with phthalocyanine aza-porphyrinoids revealed that phthalocyanine macrocycle exhibits higher singlet oxygen generation quantum yields, reaching the value of 0.29 in DMF. After both macrocycles had been deposited on titanium dioxide nanoparticles P25, the cytotoxicities and photocytotoxicities of the prepared materials were studied using a Microtox® acute toxicity test. The highest cytotoxicity occurred after irradiation with a red light for the material composed of phthalocyanine deposited on titania nanoparticles. |
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| Keywords: | phthalocyanine porphyrazine Linstead macrocyclization Microtox singlet oxygen titanium dioxide |
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