Synthesis,characteristics and photochemical studies of novel porphyrazines possessing peripheral 2,5-dimethylpyrrol-1-yl and dimethylamino groups |
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| Authors: | Wojciech Szczolko Lukasz Sobotta Piotr Fita Tomasz Koczorowski Michal Mikus Maria Gdaniec Aleksandra Orzechowska Kvetoslava Burda Stanislaw Sobiak Marcin Wierzchowski Jadwiga Mielcarek Ewa Tykarska Tomasz Goslinski |
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| Institution: | 1. Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland;2. Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland;3. Institute of Experimental Physics, Faculty of Physics, University of Warsaw, Hoza 69, 00-681 Warsaw, Poland;4. Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland;5. AGH University of Science and Technology in Krakow, Faculty of Physics and Applied Computer Science, al. Mickiewicza 30, 30-059 Krakow, Poland |
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| Abstract: | The synthesis and physicochemical properties of novel porphyrazines possessing an alternate system of two peripheral substituents, 2,5-dimethylpyrrol-1-yl and dimethylamino, are presented. All the macrocycles were subjected to HPLC purity studies. Spectroscopic studies of magnesium(II) porphyrazine encompassed steady state absorption, emission measurements, including fluorescence decays, transient absorption spectra, and thermoluminescence. Additionally, magnesium(II) porphyrazine was found to be a moderate photosensitizer with singlet oxygen generation values of 0.12 and 0.14 in DMF and DMSO, respectively. Comparison of the quantum yields of singlet oxygen generation before and after deoxygenation showed that the photodynamic effect of magnesium(II) porphyrazine is governed by the photosensitization mechanism II. Magnesium(II) and manganese(III) porphyrazines were characterized using X-ray crystallography. |
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