A silyl porphyrin derivative conjugated with 6-deoxy-6-sulfo-α-d-glucopyranose functions as an efficient photosensitizer for photodynamic therapy

Hiroaki Horiuchi; Kota Nishikawa; Nozomi Ishii; Koki Kano; Shunsuke Shinada; Nene Osawa; Aoi Horikoshi; Toshitada Yoshihara; Fumio Sugawara; Kengo Sakaguchi; Tetsuo Okustu; Shinji Katsura; Ichiro Matsuo; Masahiko Oshige

Photodiagnosis and Photodynamic Therapy (Feb 2024)

A silyl porphyrin derivative conjugated with 6-deoxy-6-sulfo-α-d-glucopyranose functions as an efficient photosensitizer for photodynamic therapy

Hiroaki Horiuchi,
Kota Nishikawa,
Nozomi Ishii,
Koki Kano,
Shunsuke Shinada,
Nene Osawa,
Aoi Horikoshi,
Toshitada Yoshihara,
Fumio Sugawara,
Kengo Sakaguchi,
Tetsuo Okustu,
Shinji Katsura,
Ichiro Matsuo,
Masahiko Oshige

Affiliations

Hiroaki Horiuchi: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan; Corresponding author at: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan.
Kota Nishikawa: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Nozomi Ishii: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Koki Kano: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Shunsuke Shinada: Department of Environmental Engineering Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376–8515, Japan
Nene Osawa: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Aoi Horikoshi: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Toshitada Yoshihara: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Fumio Sugawara: Department of Applied Biological Science, Faculty of Science and Technology, Tokyo University of Science, Noda, Chiba 278-8510, Japan
Kengo Sakaguchi: Department of Applied Biological Science, Faculty of Science and Technology, Tokyo University of Science, Noda, Chiba 278-8510, Japan
Tetsuo Okustu: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Shinji Katsura: Department of Environmental Engineering Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376–8515, Japan; Gunma University Center for Food Science and Wellness (GUCFW), Maebashi, Gunma 371-8510, Japan
Ichiro Matsuo: Division of Molecular Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan
Masahiko Oshige: Department of Environmental Engineering Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376–8515, Japan; Gunma University Center for Food Science and Wellness (GUCFW), Maebashi, Gunma 371-8510, Japan; Corresponding author at: Department of Environmental Engineering Science, Graduate School of Science and Technology, Gunma University, Kiryu, Gunma 376-8515, Japan.

Journal volume & issue: Vol. 45
p. 103898

Abstract

Read online

We synthesized a new silyl porphyrin derivative conjugated with 6-deoxy-6-sulfo-α-d-glucopyranose (SGlc). Conjugation with SGlc improved A549 cellular uptake without significant changes in the photophysical and photochemical properties and subcellular localization. This improved cellular uptake led to enhanced photodynamic activity. Furthermore, conjugation with SGlc suppressed dark toxicity. These advantages were not observed for a conjugate with a glucose molecule. These results indicated that the conjugation with SGlc is a promising strategy for enhancing photodynamic efficacy.

Published in Photodiagnosis and Photodynamic Therapy

ISSN: 1572-1000 (Print); 1873-1597 (Online)
Publisher: Elsevier
Country of publisher: Netherlands
LCC subjects: Medicine: Medicine (General)
Website: https://www.sciencedirect.com/journal/photodiagnosis-and-photodynamic-therapy

About the journal

Abstract

Keywords