一种水溶性且生物相容的锰光化学一氧化碳释放分子的光触发一氧化碳递送
Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM.
作者信息
Jimenez Jorge, Chakraborty Indranil, Carrington Samantha J, Mascharak Pradip K
机构信息
Contribution form the Department of Chemistry and Biochemistry, University of California, Santa Cruz, CA 95064, USA.
出版信息
Dalton Trans. 2016 Aug 16;45(33):13204-13. doi: 10.1039/c6dt01358a.
The discovery of salutary effects of low doses of carbon monoxide (CO) has spurred interest in designing exogenous molecules that can deliver CO to biological targets under controlled conditions. Herein we report a water-soluble photosensitive manganese carbonyl complex [MnBr(CO)3(pyTAm)] (2) (pyTAm = 2-(pyridyl)imino-triazaadamantane) that can be triggered to release CO upon exposure to visible light. Inclusion of a triazaadamantyl pharmacophore into the coligand of 2 improves its stability and solubility in water. Change in the coligand from 2-(pyridyl)imino-triazaadamantane to 2-(pyridyl)iminoadamantane (pyAm) or 2-(quinonyl)imino-triazaadamantane (qyTAm) dramatically alters these desired properties of the photoCORM. In addition to structures and CO-releasing properties of the three analogous complexes 1-3 from these three α-diimine ligands, theoretical calculations have been performed to determine the origin of Mn-CO bond labilization upon illumination. Rapid delivery of CO to myoglobin under physiological conditions attests the potential of 2 as a biocompatible photoCORM.
低剂量一氧化碳（CO）有益作用的发现激发了人们设计外源性分子的兴趣，这些分子能够在可控条件下将CO递送至生物靶点。在此，我们报道了一种水溶性光敏锰羰基配合物[MnBr(CO)3(pyTAm)]（2）（pyTAm = 2-(吡啶基)亚氨基-三氮杂金刚烷），其在可见光照射下可被触发释放CO。将三氮杂金刚烷基药效基团引入2的配体中可提高其稳定性和在水中的溶解度。配体从2-(吡啶基)亚氨基-三氮杂金刚烷变为2-(吡啶基)亚氨基金刚烷（pyAm）或2-(喹啉基)亚氨基-三氮杂金刚烷（qyTAm）会显著改变这种光化学一氧化碳释放分子（photoCORM）的这些理想性质。除了这三种α-二亚胺配体的三种类似配合物1 - 3的结构和CO释放性质外，还进行了理论计算以确定光照下Mn - CO键不稳定的起源。在生理条件下CO向肌红蛋白的快速递送证明了2作为生物相容性光化学一氧化碳释放分子的潜力。
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