Self-Assembled BODIPY-Based Iridium Metallarectangles: Cytotoxicity and Propensity to Bind Biomolecules.,ChemPlusChem

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Self-Assembled BODIPY-Based Iridium Metallarectangles: Cytotoxicity and Propensity to Bind Biomolecules.
ChemPlusChem ( IF 3.0 ) Pub Date : 2018-03-07 , DOI: 10.1002/cplu.201800035
Gajendra Gupta ₁ , Abhishek Das ₂ , Junseong Lee ₃ , Nripendranath Mandal ₂ , Chang Yeon Lee ₁

Affiliation

A new 4-ethynylpyridine 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based ligand L, which was synthesized by means of the Sonogashira coupling method, was used to obtain two new [2+2] iridium-based metallarectangles, 3 and 4. Ligand L and metallarectangles 3 and 4 were fully characterized through various analytical techniques. The structure of rectangle 4 was further confirmed by single-crystal X-ray diffraction analysis, which showed the formation of an expected [2+2] supramolecule, in which the iridium metal centers were bridged with ligand L to form the desired metallarectangle 4. In the context of the growing biological interest in metallarectangles, rectangle 4 was found to be highly active against two types of cancer cells, with IC50 values almost threefold superior to those of cisplatin. Both 3 and 4 showed dose-dependent abilities to bind bovine serum albumin and salmon sperm DNA; this indicated their tendency to interact with such biomolecules as a potential mode of action.

中文翻译：

自组装的基于BODIPY的铱金属矩形：对结合生物分子的细胞毒性和倾向性。

通过Sonogashira偶联方法合成的新的4-乙炔基吡啶4,4-二氟-4-硼3a，4a-二氮杂-s-茚满二烯（BODIPY）基配体L用于获得两个新的[ [2 + 2]铱基金属矩形3和4。通过各种分析技术对配体L和金属矩形3和4进行了充分表征。通过单晶X射线衍射分析进一步证实了矩形4的结构，该结构显示了预期的[2 + 2]超分子的形成，其中铱金属中心与配体L桥接形成所需的金属矩形4。在人们对金属矩形的兴趣日益增长的背景下，发现矩形4对两种类型的癌细胞具有高活性，其IC50值几乎是顺铂的三倍。3和4均显示出剂量依赖性的结合牛血清白蛋白和鲑鱼精子DNA的能力。这表明它们与这种生物分子相互作用的趋势是一种潜在的作用方式。

更新日期：2018-03-07

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