一种基于七甲川菁染料的铂(II)配合物用于近红外光下的光增强细胞毒性和细胞成像。
A Platinum(II) Complex of Heptamethine Cyanine for Photoenhanced Cytotoxicity and Cellular Imaging in Near-IR Light.
机构信息
Department of Chemistry, Virginia Commonwealth University, 1001 West Main Street, P. O. Box 842006, Richmond, VA, 23284, USA.
Massey Cancer Center, Virginia Commonwealth University, 401 College Street, Richmond, VA, 23298, USA.
出版信息
Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10263-10267. doi: 10.1002/anie.201806911. Epub 2018 Jul 16.
Abstract
Controlled generation of cytotoxic agents with near-IR light is a current focus of photoactivated cancer therapy, including that involving cytotoxic platinum species. A heptamethine cyanine scaffolded Pt complex, IR797-Platin exhibits unprecedented Pt-O bond scission and enhancement in DNA platination in near-IR light. This complex also displayed significant singlet oxygen quantum yield thereby qualifying as a near-IR photodynamic therapeutic agent. The complex showed 30-60 fold enhancement of cytotoxicity in near-IR light in various cancer cell lines. The cellular imaging properties were also leveraged to observe its significant co-localization in cytoplasmic organelles. This is the first demonstration of a near-IR light-initiated therapy involving the cytotoxic effects of both active cisplatin and singlet oxygen.
摘要
近红外光控制细胞毒性剂的生成是光活化癌症治疗的当前焦点，包括涉及细胞毒性铂物种的治疗。一种七甲川花菁支架的铂配合物 IR797-Platin 表现出前所未有的 Pt-O 键断裂和近红外光下 DNA 铂化增强。该配合物还显示出显著的单线态氧量子产率，因此可作为近红外光光动力治疗剂。该配合物在各种癌细胞系中近红外光下的细胞毒性增强了 30-60 倍。还利用细胞成像特性来观察其在细胞质细胞器中的显著共定位。这是首例涉及顺铂和单线态氧的细胞毒性的近红外光引发治疗的证明。
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2
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3
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