Elucidating the mode of action for thiophene-based organic D-π-A sensitizers for use in photodynamic therapy

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

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


Photodynamic therapy (PDT) is a non-invasive, selective, and cost-effective cancer therapy. The development of readily accessible templates that allow rapid structural modification for further improvement of PDT remains important. We previously reported thiophene-based organic D-π-A sensitizers consisted of an electron-donating (D) moiety, a π-conjugated bridge (π) moiety, and an electron-accepting (A) moiety as valuable templates for a photosensitizer that can be used in PDT. Our preliminary structure-activity relationship study revealed that the structure of the A moiety significantly influences its phototoxicity. In this study, we evaluated the photoabsorptive, cellular uptake, and photo-oxidizing abilities of D-π-A sensitizers that contained different A moieties. The level of phototoxicity of the D-π-A sensitizers was rationalized by considering those three abilities. In addition, we observed the ability of amphiphilic sensitizers containing either a carboxylic acid or an amide in an A moiety to form aggregates that penetrate cells mainly via endocytosis.

Original languageEnglish
Pages (from-to)315-321
Number of pages7
JournalBioorganic and Medicinal Chemistry
Issue number2
Publication statusPublished - 2019 Jan 15


  • Endocytosis
  • Organic dye
  • Photodynamic therapy
  • Sensitizer
  • Singlet oxygen


Dive into the research topics of 'Elucidating the mode of action for thiophene-based organic D-π-A sensitizers for use in photodynamic therapy'. Together they form a unique fingerprint.

Cite this