Molecular Design of Highly Efficient Heavy-Atom-Free Triplet BODIPY Derivatives for Photodynamic Therapy and Bioimaging

Molecular Design of Highly Efficient Heavy-Atom-Free Triplet BODIPY Derivatives for Photodynamic Therapy and Bioimaging
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DOI:
10.1002/anie.202002843
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发表时间:
2020-06-02
影响因子:
16.6
通讯作者:
Yoon, Juyoung
Yoon, Juyoung
中科院分区:
化学1区
文献类型:
--
作者:
Nguyen, Van-Nghia;Yim, Yubin;Yoon, Juyoung

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新型 BODIPY 光敏剂专为成像引导光动力治疗而开发。通过苯基连接体向 BODIPY 核心引入强电子供体,结合供体和 BODIPY 受体之间的扭曲排列,对于减小最低单重激发态和最低三重态 (Delta E-ST) 之间的能隙至关重要,从而导致 BODIPY 的系间窜越 (ISC) 显着增强。值得注意的是,具有最小 Delta E-ST(约 0.44 eV)的 BDP-5 在有机和水溶液中均表现出优异的单线态氧生成能力。 BDP-5 还在凝聚态的远红/近红外区域显示出明亮的发射。更重要的是,体外和体内研究表明,BDP-5 NPs 在光动力癌症治疗和生物成像方面表现出巨大的潜力。
Novel BODIPY photosensitizers were developed for imaging-guided photodynamic therapy. The introduction of a strong electron donor to the BODIPY core through a phenyl linker combined with the twisted arrangement between the donor and the BODIPY acceptor is essential for reducing the energy gap between the lowest singlet excited state and the lowest triplet state (Delta E-ST), leading to a significant enhancement in the intersystem crossing (ISC) of the BODIPYs. Remarkably, the BDP-5 with the smallest Delta E-ST (ca. 0.44 eV) exhibited excellent singlet oxygen generation capabilities in both organic and aqueous solutions. BDP-5 also displayed bright emission in the far-red/near-infrared region in the condensed states. More importantly, both in vitro and in vivo studies demonstrated that BDP-5 NPs displayed a high potential for photodynamic cancer therapy and bioimaging.