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  • Deiana, MarcoUmeå universitet,Institutionen för medicinsk kemi och biofysik (author)

Site-selected thionated benzothioxanthene chromophores as heavy-atom-free small-molecule photosensitizers for photodynamic therapy

  • Article/chapterEnglish2022

Publisher, publication year, extent ...

  • 2022-10-31
  • Springer Nature,2022
  • electronicrdacarrier

Numbers

  • LIBRIS-ID:oai:DiVA.org:umu-200995
  • https://urn.kb.se/resolve?urn=urn:nbn:se:umu:diva-200995URI
  • https://doi.org/10.1038/s42004-022-00752-xDOI

Supplementary language notes

  • Language:English
  • Summary in:English

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Classification

  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • We acknowledge the Biochemical Imaging Center at Umeå University and the National Microscopy Infrastructure, NMI (VR-RFI 2019-00217) for providing assistance in microscopy.
  • Photodynamic therapy is a clinically approved anticancer modality that employs a light-activated agent (photosensitizer) to generate cytotoxic reactive oxygen species (ROS). There is therefore a growing interest for developing innovative photosensitizing agents with enhanced phototherapeutic performances. Herein, we report on a rational design synthetic procedure that converts the ultrabright benzothioxanthene imide (BTI) dye into three heavy-atom-free thionated compounds featuring close-to-unit singlet oxygen quantum yields. In contrast to the BTI, these thionated analogs display an almost fully quenched fluorescence emission, in agreement with the formation of highly populated triplet states. Indeed, the sequential thionation on the BTI scaffold induces torsion of its skeleton reducing the singlet-triplet energy gaps and enhancing the spin-orbit coupling. These potential PSs show potent cancer-cell ablation under light irradiation while remaining non-toxic under dark condition owing to a photo-cytotoxic mechanism that we believe simultaneously involves singlet oxygen and superoxide species, which could be both characterized in vitro. Our study demonstrates that this simple site-selected thionated platform is an effective strategy to convert conventional carbonyl-containing fluorophores into phototherapeutic agents for anticancer PDT.

Subject headings and genre

Added entries (persons, corporate bodies, meetings, titles ...)

  • Josse, PierreUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Dalinot, ClémentUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Osmolovskyi, ArtemUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Marqués, Pablo SimónUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Castán, José María AndrésUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Abad Galán, LauraUniv Lyon, ENS de Lyon, CNRS UMR 5182, Université Claude Bernard Lyon 1, Lyon, France (author)
  • Allain, MagaliUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Khrouz, LhoussainUniv Lyon, ENS de Lyon, CNRS UMR 5182, Université Claude Bernard Lyon 1, Lyon, France (author)
  • Maury, OlivierUniv Lyon, ENS de Lyon, CNRS UMR 5182, Université Claude Bernard Lyon 1, Lyon, France (author)
  • Le Bahers, TanguiUniv Lyon, ENS de Lyon, CNRS UMR 5182, Université Claude Bernard Lyon 1, Lyon, France (author)
  • Blanchard, PhilippeUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Dabos-Seignon, SylvieUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France (author)
  • Monnereau, CyrilleUniv Lyon, ENS de Lyon, CNRS UMR 5182, Université Claude Bernard Lyon 1, Lyon, France (author)
  • Sabouri, NasimUmeå universitet,Institutionen för medicinsk kemi och biofysik(Swepub:umu)namsai01 (author)
  • Cabanetos, ClémentUniv Angers, CNRS, MOLTECH-ANJOU, SFR MATRIX, Angers, France; IRL CNRS 2002, 2BFUEL, CNRS -Yonsei University, Seoul, South Korea (author)
  • Umeå universitetInstitutionen för medicinsk kemi och biofysik (creator_code:org_t)

Related titles

  • In:Communications Chemistry: Springer Nature52399-3669

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