Effect of meso Positioned Substituents on the Stability and Photodynamic Activity of Lipid-Membrane-Incorporated Porphyrin Derivatives |
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Authors: | Kotaro Nishimura Risako Shimada Keita Yamana Dr. Riku Kawasaki Dr. Toshimi Nakaya Prof. Atsushi Ikeda |
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Affiliation: | 1. Applied Chemistry Program, Graduate School of Advanced Science and Engineering, Hiroshima University, 1-4-1 Kagamiyama, Higashi-Hiroshima, 739-8527 Japan;2. Digital Monozukuri (Manufacturing) Education and Research Center, Hiroshima University, 3-10-32 Kagamiyama, Higashi-Hiroshima, 739-0046 Japan |
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Abstract: | In this study we prepared aqueous solutions of lipid-membrane incorporated tetraarylporphyrins and tetrapyridylporphyrin (LMIPors) by the injection method using dimethyl sulfoxide. The porphyrins with proton-donor groups at the meso position afforded stable aqueous solutions of LMIPors. However, although tetrakis(carboxyphenyl)porphyrin was scarcely incorporated in lipid membranes, it was soluble in water. Among these LMIPors, the photodynamic activity of tetrakis(hydroxyphenyl)porphyrin was higher than that of tetrakis(aminophenyl)porphyrin. This was attributed to the self-aggregation of a part of tetrakis(aminophenyl)porphyrin in the liposomes, which induced self-quenching and the consequent decrease of its photodynamic activity. |
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Keywords: | porphyrinoids liposomes drug delivery photodynamic therapy photosensitizers |
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