Issue 41, 2022

Synthesis of aza-BODIPYs with barrier-free rotation of the –tBu group at 3-site and enhancement of photothermal therapy by triggering cancer cell apoptosis

Abstract

Breaking through the traditional 1,7,3,5-aryl substituted aza-BODIPY structure, asymmetric aza-BODIPYs, tBu-azaBDPs, containing non-aryl group at 3-site were prepared for the first time. tBu-azaBDP exhibited a severely twisted configuration. tBu-azaBDPs had a near-infrared fluorescence emission and high molar extinction coefficients. Although the barrier-free rotation of the distal –tBu group in tBu-azaBDP resulted in low fluorescence quantum yield, the photothermal conversion efficiency was markedly enhanced. tBu-azaBDP nanoparticles with laser irradiation were revealed to induce cell apoptosis in photothermal therapy. We consider that development of aza-BODIPYs with the barrier-free rotation of the –tBu group at 3-site provides a strong platform for design of phototherapy agents for cancer treatment in photothermal therapy by apoptosis.

Graphical abstract: Synthesis of aza-BODIPYs with barrier-free rotation of the –tBu group at 3-site and enhancement of photothermal therapy by triggering cancer cell apoptosis

Supplementary files

Article information

Article type
Paper
Submitted
18 Jul 2022
Accepted
21 Sep 2022
First published
22 Sep 2022

J. Mater. Chem. B, 2022,10, 8443-8449

Synthesis of aza-BODIPYs with barrier-free rotation of the –tBu group at 3-site and enhancement of photothermal therapy by triggering cancer cell apoptosis

J. Zhao, H. Wang, D. Zhang, Y. Shen, S. Zhang, J. Ren, Z. Wang, Y. Sun, J. Du, X. Jiang and G. Wang, J. Mater. Chem. B, 2022, 10, 8443 DOI: 10.1039/D2TB01513G

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