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一种多功能策略,用于生成作为线粒体靶向可见光光敏剂的罗丹明三重态,用于高效光动力疗法。

Versatile Strategy To Generate a Rhodamine Triplet State as Mitochondria-Targeting Visible-Light Photosensitizers for Efficient Photodynamic Therapy.

机构信息

Department of Chemistry , Southern University of Science and Technology , 1088 Xueyuan Blvd. , Shenzhen 518055 , China.

College of Chemistry and Pharmaceutical Engineering , Huanghuai University , 463000 Zhumadian , China.

出版信息

ACS Appl Mater Interfaces. 2019 Mar 6;11(9):8797-8806. doi: 10.1021/acsami.8b20224. Epub 2019 Feb 20.

DOI:10.1021/acsami.8b20224
PMID:30730131
Abstract

Through the use of a rhodamine-appended chelate, bpy-Rho, a versatile strategy has been demonstrated to readily form mitochondria-targeting photosensitizers via the incorporation of a variety of luminescent transition-metal systems, M-Rho, such as Re(I), Ir(III), Pt(II), and Rh(III). The emission from the rhodamine singlet excited state and the transition-metal triplet excited state is partially quenched by the depopulation of them into the dark rhodamine triplet excited state. The generation of the triplet excited state of a rhodamine moiety endows the complexes with mitochondria-targeting photosensitizing ability to form singlet oxygen (O) for use as a photodynamic therapy (PDT) agent upon visible-light irradiation. The combination of the rhodamine organic dye and luminescent transition-metal centers in such hybrid systems exhibits the synergistic merits for the biological applications, including low dark cytotoxicity, selective tumor cell uptake, high molar absorptivity suitable for low-energy excitation in the visible region, and high photostability. The corresponding in vitro photocytotoxicity and in vivo photo-antitumor efficacy have also been studied to demonstrate the potential PDT application of M-Rho.

摘要

通过使用一种芘并[9,10-d]噻唑(bpy)衍生的罗丹明螯合物(bpy-Rho),我们展示了一种通用的策略,可通过将各种发光过渡金属体系(如 Re(I)、Ir(III)、Pt(II)和 Rh(III))M-Rho 掺入其中,轻松地形成靶向线粒体的光敏剂。来自罗丹明单重激发态和过渡金属三重激发态的发射部分被其排入暗态罗丹明三重激发态而猝灭。罗丹明部分的三重激发态的产生赋予了这些配合物靶向线粒体的光动力治疗(PDT)能力,可在可见光照射下形成单线态氧(O)。在这种杂化体系中,罗丹明有机染料和发光过渡金属中心的结合表现出了协同的生物学应用优势,包括低暗毒性、选择性肿瘤细胞摄取、适合在可见光区低能量激发的高摩尔吸光率和高光稳定性。还研究了相应的体外光细胞毒性和体内光抗肿瘤功效,以证明 M-Rho 的潜在 PDT 应用。

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