PHOTOCYTOTOXICITY OF WATER-SOLUBLE METALLOPORPHYRIN DERIVATIVES |
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| Authors: | Tomoyuki Ando Kazuhiro Irie Koichi Koshimizu Takeshi Takemura Hoyoku Nishino Akio Iwashima Naohito Takeda Susumu Nakajima Isao Sakata |
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| Institution: | Department of Food Science and Technology, Faculty of Agriculture, Kyoto University, Kyoto 606, Japan;Research Institute of Applied Electricity, Hokkaido University, Sapporo 060, Japan;Department of Biochemistry, Kyoto Prefectural University of Medicine, Kyoto 602, Japan;Faculty of Pharmacy, Meijo University, Nagoya 468, Japan;Division of Surgical Operation, Asahikawa Medical College, Asahikawa 078, Japan;Toyo-Hakka Co., Ltd., Okayama719–03, Japan. |
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| Abstract: | Abstract— A new water-soluble porphyrin derivative, 2,4-bis(1-decyloxyethyl)-deuteroporphyrinyl–6,7-bisaspartic acid(C–10-DP), and its metal complexes (Ga, In, Sn, Zn, Mn, Cu, Ni and Fe) were examined for their physicochemical properties (absorption, fluorescene, triplet lifetime and partition coefficient) and photocytotoxicity on HeLa cells. The five derivatives with longer(>1ms) triplet lifetimes (free base, Zn, Ga, In and Sn complexes) exhibited remarkable photocytotoxicity, and the other derivatives (Mn, Cu, Ni and Fe), which had or were deduced to have fairly short (<0.01 ms) triplet lifetimes, manifested no photocytotoxicity, indicating that the triplet lifetime of these derivatives played a significant role in their photocytotoxicity. Cellular fluorescence due to C10-DP and its gallium complex was observed mainly on the plasma membrane at the concentrations showing significant photocytotoxicity with low (<32.6%) cytotoxicity in the dark(2–10 μM). |
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