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Synthesis, photophysical properties, and photodynamic activity of positional isomers of TFPP-glucose conjugates.
Fadlan, Arif; Tanimoto, Hiroki; Ito, Tatsuya; Aritomi, Yusuke; Ueno, Maho; Tokuda, Masaya; Hirohara, Shiho; Obata, Makoto; Morimoto, Tsumoru; Kakiuchi, Kiyomi.
Afiliação
  • Fadlan A; Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama 8916-5, Ikoma, Nara 630-0192, Japan.
  • Tanimoto H; Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama 8916-5, Ikoma, Nara 630-0192, Japan.
  • Ito T; Department of Chemical and Biological Engineering, National Institute of Technology, Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi 755-8555, Japan.
  • Aritomi Y; Department of Chemical and Biological Engineering, National Institute of Technology, Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi 755-8555, Japan.
  • Ueno M; Department of Chemical and Biological Engineering, National Institute of Technology, Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi 755-8555, Japan.
  • Tokuda M; Department of Chemical and Biological Engineering, National Institute of Technology, Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi 755-8555, Japan.
  • Hirohara S; Department of Chemical and Biological Engineering, National Institute of Technology, Ube College, 2-14-1 Tokiwadai, Ube, Yamaguchi 755-8555, Japan. Electronic address: hirohara@ube-k.ac.jp.
  • Obata M; Interdisciplinary Graduate School of Medicine and Engineering, University of Yamanashi, Kofu 400-8510, Japan.
  • Morimoto T; Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama 8916-5, Ikoma, Nara 630-0192, Japan.
  • Kakiuchi K; Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama 8916-5, Ikoma, Nara 630-0192, Japan. Electronic address: kakiuchi@ms.naist.jp.
Bioorg Med Chem ; 26(8): 1848-1858, 2018 05 01.
Article em En | MEDLINE | ID: mdl-29496414
The synthesis and characterization of a 'complete set' of positional isomers of tetrakis(perfluorophenyl)porphyrins (TFPP)-glucose conjugates (1OH, 2OH, 3OH, 4OH, and 6OH) are reported herein. The cellular uptake and photocytotoxicity of these conjugates were examined in order to investigate the influence of location of the TFPP moiety on the d-glucose molecule on the biological activity of the conjugates. An In vitro biological evaluation revealed that the certain of these isomers have a greater effect on cellular uptake and cytotoxicity than others. The TFPP-glucose conjugates 1OH, 3OH, and 4OH were found to exert exceptional photocytotoxicity in several types of cancer cells compared to 2OH and 6OH substituted isomers.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Porfirinas / Fármacos Fotossensibilizantes / Glucose Limite: Humans Idioma: En Ano de publicação: 2018 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Porfirinas / Fármacos Fotossensibilizantes / Glucose Limite: Humans Idioma: En Ano de publicação: 2018 Tipo de documento: Article