Issue 47, 2020

A carbazole functionalized semiconducting compound as a heavy atom free photosensitizer for phototherapy against lung cancer

Abstract

Semiconducting compounds with high photostability and excellent photothermal ability are potential candidates for phototheranostics. In this paper, the heavy atom free compound 3,6-bis(5-(4-(9H-carbazol-9-yl)phenyl)furan-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (denoted as DPPCz) has been designed and synthesized through a C–H activation coupling reaction. DPPCz has a high singlet oxygen quantum yield (1O2 QY) of 40.3% in DCM. In addition, DPPCz NPs obtained by nanoprecipitation exhibit a high photothermal conversion efficiency (48.2%) in water. DPPCz NPs have a low half inhibitory concentration (IC50) of 7.1 μg mL−1 towards human lung cancer cells (A549) with irradiation while the dark toxicity is almost negligible even at high concentrations. Furthermore, in vivo photothermal imaging guided study demonstrates that these NPs are able to inhibit tumor growth with the help of laser. The H&E stained pictures of the normal tissues indicate the biosafety of DPPCz NPs in that no obvious damage was observed. Our results demonstrate that DPPCz NPs are potential semiconducting photosensitizers for phototheranostics.

Graphical abstract: A carbazole functionalized semiconducting compound as a heavy atom free photosensitizer for phototherapy against lung cancer

Supplementary files

Article information

Article type
Paper
Submitted
27 sep. 2020
Accepted
14 okt. 2020
First published
28 okt. 2020

J. Mater. Chem. B, 2020,8, 10764-10769

A carbazole functionalized semiconducting compound as a heavy atom free photosensitizer for phototherapy against lung cancer

J. Deng, N. Zhong, X. Zhang, C. Li, C. Xu and J. Zhao, J. Mater. Chem. B, 2020, 8, 10764 DOI: 10.1039/D0TB02314K

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