Synthesis of D-π-A type benzothiazole-pyridinium salt composite and its application as photo-degradation agent for amyloid fibrils

Keita Hoshi; Kazuma Kusumoto; Airi Matsumoto; Atsushi Tabata; Hideaki Nagamune; Eiji Hase; Takeo Minamikawa; Takeshi Yasui; Yasushi Yoshida; Keiji Minagawa; Yasushi Imada; Fumitoshi Yagishita

doi:10.1016/j.bmcl.2021.128324

Synthesis of D-π-A type benzothiazole-pyridinium salt composite and its application as photo-degradation agent for amyloid fibrils

Bioorg Med Chem Lett. 2021 Oct 15:50:128324. doi: 10.1016/j.bmcl.2021.128324. Epub 2021 Aug 14.

Authors

Affiliations

¹ Department of Applied Chemistry, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan.
² Department of Bioscience and Bioindustry, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8513, Japan.
³ Department of Bioscience and Bioindustry, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8513, Japan. Electronic address: tabata@tokushima-u.ac.jp.
⁴ Institute of Post-LED Photonics, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan.
⁵ Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
⁶ Department of Applied Chemistry, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan; Institute of Post-LED Photonics, Tokushima University, 2-1 Minamijosanjima, Tokushima 770-8506, Japan. Electronic address: yagishitaf@tokushima-u.ac.jp.

PMID: 34403727
DOI: 10.1016/j.bmcl.2021.128324

Abstract

We have synthesized a cyan fluorescent benzothiazole-pyridinium salt composite based on D-π-A architecture. This salt was found to work as not only a two- and three-photon excitable fluorophore but also a degradation agent against amyloid fibrils under LED irradiation conditions.

Keywords: Amyloid; Benzothiazole; Fluorescence; Photodynamic therapy; Pyridinium salt.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amyloid / chemistry*
Benzothiazoles / chemical synthesis*
Benzothiazoles / pharmacology*
Fluorescence
Infrared Rays
Molecular Structure
Photochemotherapy
Pyridinium Compounds / chemical synthesis*
Pyridinium Compounds / pharmacology*

Substances

Amyloid
Benzothiazoles
Pyridinium Compounds