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Investigation into the influence of an acrylic acid acceptor in organic D-π-A sensitizers against phototoxicity.

Abstract：

:Photodynamic therapy (PDT) is a non-invasive, selective, and cost-effective cancer therapy. We previously reported that thiophene-based organic D-π-A sensitizers consist of an electron-donating (D) moiety, a π-conjugated bridge (π) moiety, and an electron-accepting (A) moiety, and are readily accessible and stable templates for photosensitizers that could be used in PDT. In addition, acrylic acid acceptor-containing photosensitizers exert a high level of phototoxicity. This study was an investigation into 1) the possibility of increasing phototoxicity by introducing another carboxyl group or by replacing a carboxyl group with a pyridinium group, and 2) the importance of an alkene in the acrylic acid acceptor for phototoxicity. A review of the design, synthesis, and evaluation of sensitizers revealed that neither dicarboxylic acid nor pyridinium photosensitizers enhance phototoxicity. An evaluation of a photosensitizer without an alkene in the acrylic acid moiety revealed that the alkene was not indispensable in the pursuit of phototoxicity. The obtained results provided new insight into the design of ideal D-π-A photosensitizers for PDT.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Fuse S,Moriya W,Sato S,Nakamura H

doi

10.1016/j.bmc.2020.115558

subject

Has Abstract

pub_date

2020-07-01 00:00:00

pages

115558

issue

13

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(20)30388-6

journal_volume

28

pub_type

杂志文章

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