4.8 Article

Direct [4+2] Cycloaddition to Isoquinoline-Fused Porphyrins for Near-Infrared Photodynamic Anticancer Agents

Journal

ORGANIC LETTERS
Volume 24, Issue 1, Pages 175-180

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03804

Keywords

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Funding

  1. National Natural Science Foundation of China [81970325, 82170375]
  2. 1.3.5 Project for Disciplines of Excellence, West China Hospital, Sichuan University [ZYGD20002]

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The synthesis of isoquinoline-fused porphyrins 3 and 4 with remarkable NIR-absorbing capacity and their efficient singlet oxygen generation capabilities make them promising candidates for photodynamic therapy, showing excellent tumoricidal behavior and biocompatibility in the phototherapeutic window.
The synthesis of efficient porphyrin-based photo-sensitizers with intense near-infrared (NIR) absorption is in high demand for photodynamic therapy (PDT) but remains a challenging task. Herein we show the construction of a type of isoquinoline-fused porphyrins 3 and 4 with an impressive NIR-absorbing capacity. In light of the extraordinary singlet oxygen generation capabilities of 3 upon NIR irradiation, the representative nanoparticles (3a-NPs) assembled show excellent tumoricidal behavior with good biocompatibility in the phototherapeutic window (650-850 nm).

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