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Bis-tridentate N-Heterocyclic Carbene Ru(II) Complexes are Promising New Agents for Photodynamic Therapy.
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2020-06-12 , DOI: 10.1021/acs.inorgchem.0c00686 Raphael T Ryan 1 , Kimberly C Stevens 1 , Rosemary Calabro 1 , Sean Parkin 1 , Jumanah Mahmoud 1 , Doo Young Kim 1 , David K Heidary 1 , Edith C Glazer 1 , John P Selegue 1
Inorganic Chemistry ( IF 4.3 ) Pub Date : 2020-06-12 , DOI: 10.1021/acs.inorgchem.0c00686 Raphael T Ryan 1 , Kimberly C Stevens 1 , Rosemary Calabro 1 , Sean Parkin 1 , Jumanah Mahmoud 1 , Doo Young Kim 1 , David K Heidary 1 , Edith C Glazer 1 , John P Selegue 1
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Ruthenium(II) complexes developed for photodynamic therapy (PDT) are almost exclusively tris-bidentate systems with C2 or D3 symmetry. This is due to the fact that this structural framework commonly produces long-lived excited states, which, in turn, allow for the generation of large amounts of singlet oxygen (1O2) and other reactive oxygen species. Complexes containing tridentate ligands would be advantageous for biological applications as they are generally achiral (D2d or C2v symmetry), which eliminates the possibility of multiple isomers which could exhibit potentially different interactions with chiral biological entities. However, Ru(II) complexes containing tridentate ligands are rarely studied as candidates for photobiological applications, such as PDT, since they almost exclusively exhibit low quantum yields and very short excited-state lifetimes and, thus, are not capable of generating sufficient 1O2 or engaging in electron transfer reactions. Here, we report a proof-of-concept approach to make bis-tridentate Ru(II) complexes useful for PDT applications by altering their photophysical properties through the inclusion of N-heterocyclic carbene (NHC) ligands. Three NHC and two terpyridine ligands were studied to evaluate the effects of structural and photophysical modulations of bis-substituted Ru(II) complexes. The NHC complexes were found to have superior excited-state lifetimes, 1O2 production, and photocytotoxicity. To the best of our knowledge, these complexes are the most potent light-activated bis-tridentate complexes reported.
中文翻译：
双三齿N-杂环卡宾Ru（II）配合物有望成为光动力疗法的新剂。
用于光动力疗法（PDT）的钌（II）络合物几乎完全是具有C 2或D 3对称性的三齿双齿体系。这是由于以下事实：该结构框架通常会产生长寿命的激发态，进而允许生成大量单线态氧（1 O 2）和其他活性氧。含有三齿配体的复合物对于生物应用将是有利的，因为它们通常是非手性的（D 2d或C 2v对称性），消除了多种异构体与手性生物实体可能表现出不同相互作用的可能性。然而，含有三齿配体的Ru（II）配合物是很少研究作为光生物应用，如PDT候选，因为它们几乎只显示出低的量子产率和非常短的激发态寿命，因此，不能够产生足够的1 ö 2或参与电子转移反应。在这里，我们报告了一种概念证明方法，通过改变N-杂环卡宾（NHC）配体的光物理性质，使双三齿Ru（II）络合物可用于PDT应用。研究了三个NHC和两个叔吡啶配体，以评估双取代Ru（II）配合物的结构和光物理调节作用。发现NHC复合物具有优异的激发态寿命，1 O 2产生和光细胞毒性。据我们所知，这些配合物是报道的最有效的光活化双三齿配合物。
更新日期：2020-07-06
中文翻译：
双三齿N-杂环卡宾Ru（II）配合物有望成为光动力疗法的新剂。
用于光动力疗法（PDT）的钌（II）络合物几乎完全是具有C 2或D 3对称性的三齿双齿体系。这是由于以下事实：该结构框架通常会产生长寿命的激发态，进而允许生成大量单线态氧（1 O 2）和其他活性氧。含有三齿配体的复合物对于生物应用将是有利的，因为它们通常是非手性的（D 2d或C 2v对称性），消除了多种异构体与手性生物实体可能表现出不同相互作用的可能性。然而，含有三齿配体的Ru（II）配合物是很少研究作为光生物应用，如PDT候选，因为它们几乎只显示出低的量子产率和非常短的激发态寿命，因此，不能够产生足够的1 ö 2或参与电子转移反应。在这里，我们报告了一种概念证明方法，通过改变N-杂环卡宾（NHC）配体的光物理性质，使双三齿Ru（II）络合物可用于PDT应用。研究了三个NHC和两个叔吡啶配体，以评估双取代Ru（II）配合物的结构和光物理调节作用。发现NHC复合物具有优异的激发态寿命，1 O 2产生和光细胞毒性。据我们所知，这些配合物是报道的最有效的光活化双三齿配合物。
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