Fei Cheng,Taotao Qiang,Mingli Li,Ruilong Li,Zhigao Wang,Tony D James
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Near-Infrared Conjugated Macrocyclic BODIPYs for Photothermal Cancer Therapy.
With this research we developed a cyclization strategy that effectively converts radiative transitions (RTs) to non-radiative transitions (NRTs) during the decay process of BODIPY-based photosensitizers. Compared to BODIPY monomers, cyclization leads to a significant decrease in the HOMO-LUMO energy gap and a significant increase in the HOMO energy. In particular, the absorption spectrum of 7a exhibits a significant redshift, with the maximum absorption wavelength reaching 794 nm. Photophysical characterization indicates that the macrocyclic BODIPY derivatives 7(a-d) exhibit a reduced RT process. While, the crystal structure and theoretical calculations suggest that the molecular ring distortion enhances the intersystem crossing (ISC) ability of the macrocyclic BODIPY derivatives 7(a-d). In addition 7a-NPs constructed using DSPE-mPEG2000 encapsulation exhibit excellent water solubility, stability, and photothermal conversion efficiency (44.6%). The photothermal therapeutic performance of 7a-NPs was evaluated through in vitro cell and in vivo mice experiments. The results indicated that 7a-NPs could be enriched at the tumor site and exhibited strong tumor ablation ability using near-infrared radiation. Our findings suggest that the regulation of the RT to NRT conversion using an alkali-induced cyclization reaction is a useful strategy for preparing efficient photo-thermal conversion materials based on BODIPY.
期刊介绍:
Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.