Near-Infrared Heptamethine Cyanine Photosensitizers with Efficient Singlet Oxygen Generation for Anticancer Photodynamic Therapy.

Autor: Liu W; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China., He S; Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction and Institute for Advanced Study, Hong Kong University of Science and Technology, Hong Kong, 999077, China., Ma X; School of Chemical Engineering, Dalian University of Technology, Panjin, 124221, China., Lv C; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China., Gu H; Ningbo Institute of Dalian University of Technology, Ningbo, 315016, China., Cao J; School of Chemical Engineering, Dalian University of Technology, Panjin, 124221, China., Du J; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China.; Liaoning Binhai Laboratory, Dalian, 116023, China., Sun W; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China.; Ningbo Institute of Dalian University of Technology, Ningbo, 315016, China.; Liaoning Binhai Laboratory, Dalian, 116023, China., Fan J; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China.; Ningbo Institute of Dalian University of Technology, Ningbo, 315016, China.; Liaoning Binhai Laboratory, Dalian, 116023, China., Peng X; State Key Laboratory of Fine Chemicals, Frontier Science Center for Smart Materials, Dalian University of Technology, Dalian, 116024, China.; Liaoning Binhai Laboratory, Dalian, 116023, China.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2024 Nov 18; Vol. 63 (47), pp. e202411802. Date of Electronic Publication: 2024 Sep 17.
DOI: 10.1002/anie.202411802
Abstrakt: Near-infrared photosensitizers are valuable tools to improve treatment depth in photodynamic therapy (PDT). However, their low singlet oxygen ( 1 O 2 ) generation ability, indicated by low 1 O 2 quantum yield, presents a formidable challenge for PDT. To overcome this challenge, the heptamethine cyanine was decorated with biocompatible S (Scy7) and Se (Secy7) atom. We observe that Secy7 exhibits a redshift in the main absorption to ~840 nm and an ultra-efficient 1 O 2 generation capacity. The emergence of a strong intramolecular charge transfer effect between the Se atom and polymethine chain considerably narrows the energy gap (0.51 eV), and the heavy atom effect of Se strengthens spin-orbit coupling (1.44 cm -1 ), both of which greatly improved the high triplet state yield (61 %), a state that determines the energy transfer to O 2 . Therefore, Secy7 demonstrated excellent 1 O 2 generation capacity, which is ~24.5-fold that of indocyanine green, ~8.2-fold that of IR780, and ~1.3-fold that of methylene blue under low-power-density 850 nm irradiation (5 mW cm -2 ). Secy7 exhibits considerable phototoxicity toward cancer cells buried under 12 mm of tissue. Nanoparticles formed by encapsulating Secy7 within amphiphilic polymers and lecithin, demonstrated promising antitumor and anti-pulmonary metastatic effects, exhibiting remarkable potential for advancing PDT in deep tissues.
(© 2024 Wiley-VCH GmbH.)
Databáze: MEDLINE
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