Issue 3, 2020

A water soluble carbazolyl-BODIPY photosensitizer with an orthogonal D–A structure for photodynamic therapy in living cells and zebrafish

Abstract

A novel photosensitizer carbazolyl-BODIPY (Cz-BODIPY) with an orthogonal donor–acceptor structure was developed for photodynamic therapy (PDT). The photosensitizer Cz-BODIPY showed strong singlet oxygen sensitizing capability (ΦΔ = 0.68 in MeOH), excellent water solubility in dilute solution, and high photostability. The photosensitizer Cz-BODIPY exhibited negligible dark cytotoxicity and high phototoxicity (IC50 0.45 μM). Cz-BODIPY could induce cell apoptosis upon light illumination. Three cell states including living cells, apoptotic cells, and dead cells in the PDT process of Cz-BODIPY were determined via the Hoechst 33342/PI dual staining assays. The ROS (reactive oxygen species) generation in living cells during the PDT process of Cz-BODIPY was captured by the ROS detector, dihydroethidium (DHE). The photosensitizer Cz-BODIPY could be assimilated by zebrafish to generate ROS and diminish the integrity of zebrafish tissue upon light illumination. Tumor cell growth could be inhibited by Cz-BODIPY upon light illumination. The photosensitizer Cz-BODIPY displayed potential in real PDT application.

Graphical abstract: A water soluble carbazolyl-BODIPY photosensitizer with an orthogonal D–A structure for photodynamic therapy in living cells and zebrafish

Supplementary files

Article information

Article type
Paper
Submitted
23 Oct 2019
Accepted
20 Nov 2019
First published
22 Nov 2019

Biomater. Sci., 2020,8, 830-836

A water soluble carbazolyl-BODIPY photosensitizer with an orthogonal D–A structure for photodynamic therapy in living cells and zebrafish

C. Wang and Y. Qian, Biomater. Sci., 2020, 8, 830 DOI: 10.1039/C9BM01709G

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