Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM.

Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM.
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DOI:
10.1039/c6dt01358a
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发表时间:
2016-08-16
期刊:
Dalton transactions (Cambridge, England : 2003)
影响因子:
--
通讯作者:
Mascharak PK
Mascharak PK
中科院分区:
其他
文献类型:
--
作者:
Jimenez J;Chakraborty I;Carrington SJ;Mascharak PK

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低剂量一氧化碳 (CO) 有益作用的发现激发了人们对设计可在受控条件下将 CO 递送至生物靶标的外源分子的兴趣。在此,我们报道了一种水溶性光敏羰基锰络合物 [MnBr(CO)3(pyTAm)] (2) (pyTAm = 2-(吡啶基)亚氨基-三氮杂金刚烷),该络合物在可见光照射下可被触发释放 CO。将三氮杂金刚烷基药效团包含到2的共配体中可提高其稳定性和在水中的溶解度。将共配体从 2-(吡啶基)亚氨基-三氮杂金刚烷更改为 2-(吡啶基)亚氨基-三氮杂金刚烷 (pyAm) 或 2-(醌基)亚氨基-三氮杂金刚烷 (qyTAm) 会显着改变 photoCORM 的这些所需特性。除了来自这三种 α-二亚胺配体的三种类似配合物 1-3 的结构和 CO 释放特性之外,还进行了理论计算以确定光照时 Mn-CO 键不稳定的起源。在生理条件下将 CO 快速递送至肌红蛋白证明了 2 作为生物相容性 photoCORM 的潜力。
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.
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