Thiophene-Based Organic D–π–A Dyes as Potent Sensitizers for Photodynamic Therapy

Shinichiro Fuse; Miori Takizawa; Keisuke Matsumura; Shinichi Sato; Shigetoshi Okazaki; Hiroyuki Nakamura

doi:10.1002/ejoc.201701019

Thiophene-Based Organic D–π–A Dyes as Potent Sensitizers for Photodynamic Therapy

Shinichiro Fuse, Miori Takizawa, Keisuke Matsumura, Shinichi Sato, Shigetoshi Okazaki, Hiroyuki Nakamura

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

In this study, synthetically readily accessible, thiophene-based organic D–π–A sensitizers exerted high phototoxicity and are valuable as sensitizer templates for use in photodynamic therapy (PDT). Evaluation of the antitumor activity of our previously synthesized D–π–A sensitizers under photoirradiation revealed their potent phototoxicity. The structural requirements of the D–π–A sensitizer for phototoxicity were elucidated with the rapid synthesis of structurally simplified analogues and evaluation of their antitumor activity under photoirradiation. Our developed sensitizers mainly accumulated in mitochondria and damaged cancer cells through both Type I and Type II mechanisms. The developed new template could be useful in the future development of sensitizers that could fulfil the requirements for PDT.

Original language	English
Pages (from-to)	5170-5177
Number of pages	8
Journal	European Journal of Organic Chemistry
Volume	2017
Issue number	34
DOIs	https://doi.org/10.1002/ejoc.201701019
Publication status	Published - 2017 Sept 15
Externally published	Yes

Keywords

Antitumor agents
Cross-coupling
Dyes/Pigments
Sensitizers
Singlet oxygen

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/ejoc.201701019

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title = "Thiophene-Based Organic D–π–A Dyes as Potent Sensitizers for Photodynamic Therapy",

abstract = "In this study, synthetically readily accessible, thiophene-based organic D–π–A sensitizers exerted high phototoxicity and are valuable as sensitizer templates for use in photodynamic therapy (PDT). Evaluation of the antitumor activity of our previously synthesized D–π–A sensitizers under photoirradiation revealed their potent phototoxicity. The structural requirements of the D–π–A sensitizer for phototoxicity were elucidated with the rapid synthesis of structurally simplified analogues and evaluation of their antitumor activity under photoirradiation. Our developed sensitizers mainly accumulated in mitochondria and damaged cancer cells through both Type I and Type II mechanisms. The developed new template could be useful in the future development of sensitizers that could fulfil the requirements for PDT.",

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AU - Fuse, Shinichiro

AU - Takizawa, Miori

AU - Matsumura, Keisuke

AU - Sato, Shinichi

AU - Okazaki, Shigetoshi

AU - Nakamura, Hiroyuki

PY - 2017/9/15

Y1 - 2017/9/15

N2 - In this study, synthetically readily accessible, thiophene-based organic D–π–A sensitizers exerted high phototoxicity and are valuable as sensitizer templates for use in photodynamic therapy (PDT). Evaluation of the antitumor activity of our previously synthesized D–π–A sensitizers under photoirradiation revealed their potent phototoxicity. The structural requirements of the D–π–A sensitizer for phototoxicity were elucidated with the rapid synthesis of structurally simplified analogues and evaluation of their antitumor activity under photoirradiation. Our developed sensitizers mainly accumulated in mitochondria and damaged cancer cells through both Type I and Type II mechanisms. The developed new template could be useful in the future development of sensitizers that could fulfil the requirements for PDT.

AB - In this study, synthetically readily accessible, thiophene-based organic D–π–A sensitizers exerted high phototoxicity and are valuable as sensitizer templates for use in photodynamic therapy (PDT). Evaluation of the antitumor activity of our previously synthesized D–π–A sensitizers under photoirradiation revealed their potent phototoxicity. The structural requirements of the D–π–A sensitizer for phototoxicity were elucidated with the rapid synthesis of structurally simplified analogues and evaluation of their antitumor activity under photoirradiation. Our developed sensitizers mainly accumulated in mitochondria and damaged cancer cells through both Type I and Type II mechanisms. The developed new template could be useful in the future development of sensitizers that could fulfil the requirements for PDT.

KW - Antitumor agents

KW - Cross-coupling

KW - Dyes/Pigments

KW - Sensitizers

KW - Singlet oxygen

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Thiophene-Based Organic D–π–A Dyes as Potent Sensitizers for Photodynamic Therapy

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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