A glutathione responsive photosensitizer based on hypocrellin B for photodynamic therapy.

Spectrochim Acta A Mol Biomol Spectrosc

Key Laboratory of Photochemical Conversion and Optoelectronic Materials and City U-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China. Electronic address:

Published: January 2025

AI Article Synopsis

  • Hypocrellin B (HB) is a natural photosensitizer with benefits like high phototoxicity and low dark toxicity, but its lack of tumor specificity limits clinical use.
  • A new photosensitizer was developed by combining HB with a group called 7-nitro-2,1,3-benzoxadiazole (NBD), which helps activate it in the presence of glutathione (GSH).
  • The HB-NBD photosensitizer remains inactive in terms of fluorescence and oxygen generation until GSH is present, allowing it to potentially target and treat cancer more effectively.

Article Abstract

As a typical natural photosensitizer, hypocrellin B (HB) offers the advantages of high molar extinction coefficient, high phototoxicity, low dark toxicity, and fast metabolism in vivo. However, the lack of tumor specificity hinders its clinical applications. Herein, we designed and synthesized a glutathione (GSH) responsive photosensitizer based on HB. The 7 - nitro - 2,1,3 - benzoxadiazole (NBD) covalently connected to HB not only served as a fluorescence quenching group but also as a GSH activating group. The photosensitizer HB-NBD showed almost no fluorescence and singlet oxygen generation as a result of the photoinduced electron transfer between HB and NBD. The designed photosensitizer HB-NBD can be activated by GSH in solutions and cancer cells, and then obtain recuperative fluorescence and photosensitive activity.

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http://dx.doi.org/10.1016/j.saa.2024.125052DOI Listing

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