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Issue 33, 2016
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Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM

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Abstract

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.

Graphical abstract: Light-triggered CO delivery by a water-soluble and biocompatible manganese photoCORM

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Supplementary files

Article information


Submitted
08 Apr 2016
Accepted
12 Jul 2016
First published
12 Jul 2016

Dalton Trans., 2016,45, 13204-13213
Article type
Paper

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

J. Jimenez, I. Chakraborty, S. J. Carrington and P. K. Mascharak, Dalton Trans., 2016, 45, 13204
DOI: 10.1039/C6DT01358A

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