Issue 35, 2024

A novel photosensitizer based on hypocrellin B activated by cysteine over-expressed in cancer cells

Abstract

L-Cysteine (Cys)-activatable photosensitizer 3 was designed and synthesized based on hypocrellin B (1). Cys is a novel tumor-associated biomarker. 3 exhibited negligible photosensitizing ability without Cys. However, when 1 was released from 3 by reaction with Cys, the photosensitizing activity was restored. Furthermore, 3 showed selective and effective photo-cytotoxicity against only cancer cells such as HeLa and A549 cells that highly express Cys when irradiated with 660 nm light, which is inside the phototherapeutic window.

Graphical abstract: A novel photosensitizer based on hypocrellin B activated by cysteine over-expressed in cancer cells

Supplementary files

Article information

Article type
Paper
Submitted
03 Aug 2024
Accepted
14 Aug 2024
First published
14 Aug 2024

Org. Biomol. Chem., 2024,22, 7187-7193

A novel photosensitizer based on hypocrellin B activated by cysteine over-expressed in cancer cells

F. Ishida, R. Onishi, D. Takahashi and K. Toshima, Org. Biomol. Chem., 2024, 22, 7187 DOI: 10.1039/D4OB01288G

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