A Comparative Study of Tricarbonylmanganese Photoactivatable CO Releasing Molecules (PhotoCORMs) by Using the Myoglobin Assay and Time‐Resolved IR Spectroscopy

Huber, Wilhelm; Linder, Rolf; Niesel, Johanna; Schatzschneider, Ulrich; Spingler, Bernhard; Kunz, Peter C.

doi:10.1002/ejic.201200115

Cited by 58 publications

(33 citation statements)

References 61 publications

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“…The formation of Mb‐CO is quantified and correlated to the amount of CO released by the CORM. However, this assay suffers from several drawbacks,40–42 and modifications have been proposed 43. The strong absorbance of myoglobin in the near‐UV and visible regions makes the assay incompatible with photolysis in aerated media, and limits the utility of the technique for quantifying CO release by photoCORMs.…”

Section: Current Limitations For the Clinical Use Of Cormsmentioning

confidence: 99%

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

2014

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The development of carbon-monoxide-releasing molecules (CORMs) as pharmaceutical agents represents an attractive and safer alternative to administration of gaseous CO. Most CORMs developed to date are transition-metal carbonyl complexes. Although such CORMs have showed promising results in the treatment of a number of animal models of disease, they still lack the necessary attributes for clinical development. Described in this Minireview are the methods used for CORM selection, to date, and how new insights into the reactivity of metal-carbonyl complexes in vivo, together with advances in methods for live-cell CO detection, are driving the design and synthesis of new CORMs, CORMs that will enable controlled CO release in vivo in a spatial and temporal manner without affecting oxygen transport by hemoglobin.

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Section: Current Limitations For the Clinical Use Of Cormsmentioning

confidence: 99%

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

2014

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“…Functionalization of manganese complexes with peptides offers potential for the selective delivery of CO-releasing manganese complexes to cells [26]. Time-resolved IR spectroscopy is powerful for monitoring the release of CO from these complexes [27]. …”

Section: Photo-induced Release Of Bioactive Moleculesmentioning

confidence: 99%

Photoactivatable metal complexes: from theory to applications in biotechnology and medicine

Smith

Sadler

2013

Phil. Trans. R. Soc. A.

152

153

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This short review highlights some of the exciting new experimental and theoretical developments in the field of photoactivatable metal complexes and their applications in biotechnology and medicine. The examples chosen are based on some of the presentations at the Royal Society Discussion Meeting in June 2012, many of which are featured in more detail in other articles in this issue. This is a young field. Even the photochemistry of well-known systems such as metal–carbonyl complexes is still being elucidated. Striking are the recent developments in theory and computation (e.g. time-dependent density functional theory) and in ultrafast-pulsed radiation techniques which allow photochemical reactions to be followed and their mechanisms to be revealed on picosecond/nanosecond time scales. Not only do some metal complexes (e.g. those of Ru and Ir) possess favourable emission properties which allow functional imaging of cells and tissues (e.g. DNA interactions), but metal complexes can also provide spatially controlled photorelease of bioactive small molecules (e.g. CO and NO)—a novel strategy for site-directed therapy. This extends to cancer therapy, where metal-based precursors offer the prospect of generating excited-state drugs with new mechanisms of action that complement and augment those of current organic photosensitizers.

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“…2 An attractive family of CORMs liberate CO upon illumination (so-called photo-CORMs) and numerous studies of such substances can be found in the literature reporting the amount and kinetics of the CO release, the targeting of specific body tissues and the wavelength needed to trigger CO release. [3][4][5] In this work, we focus on [Mn I (CO) 3 (κ 3 -L)] compounds, manganese(I) complexes whose photoCORM-activities have been studied for many years. However, details concerning the reaction sequence leading to CO release, the role of manganese redox chemistry in the process or the Mn-containing products of the photoreaction are still scarce.…”

Section: Introductionmentioning

confidence: 99%

Light- or oxidation-triggered CO release from [Mn^I(CO)₃(κ³-L)] complexes: reaction intermediates and a new synthetic route to [MnIII/IV2(μ-O)₂(L)₂] compounds

et al. 2016

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The reaction products and intermediates of the three CO-releasing manganese(i) coordination compounds [Mn(tpm)(CO)], [Mn(bpza)(CO)] and [Mn(tpa)(CO)] were analysed by combining IR-spectroscopy, electrochemical measurements and single-crystal XRD. The intermediate formation of manganese(i) biscarbonyl compounds and the rather facile oxidation of these species were identified as key reaction steps that accompany CO liberation. For the use of [Mn(CO)] complexes as light-triggered CO sources, the results indicate that in this case photo- and redox-chemistry seem to be strongly coupled which could be important and potentially even useful in the pharmacological context. Additionally, one has to be aware of the fact that [Mn(κ-L)(solv)] complexes, the primary reaction products after CO substitution, are able to bind to proteins, which was demonstrated using bovine serum albumin as a model. And finally it could be shown that the CO-release reactions can be used as a new synthetic route to prepare multinuclear μ-oxido-bridged manganese complexes: the mixed-valence compound [Mn(μ-O)(tpa)] could be prepared in a single step from [Mn(tpa)(CO)]via photo- or electrochemically induced CO substitution.

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A Comparative Study of Tricarbonylmanganese Photoactivatable CO Releasing Molecules (PhotoCORMs) by Using the Myoglobin Assay and Time‐Resolved IR Spectroscopy

Cited by 58 publications

References 61 publications

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

Photoactivatable metal complexes: from theory to applications in biotechnology and medicine

Light- or oxidation-triggered CO release from [Mn^I(CO)₃(κ³-L)] complexes: reaction intermediates and a new synthetic route to [MnIII/IV2(μ-O)₂(L)₂] compounds

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A Comparative Study of Tricarbonylmanganese Photoactivatable CO Releasing Molecules (PhotoCORMs) by Using the Myoglobin Assay and Time‐Resolved IR Spectroscopy

Cited by 58 publications

References 61 publications

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

Carbon‐Monoxide‐Releasing Molecules for the Delivery of Therapeutic CO In Vivo

Photoactivatable metal complexes: from theory to applications in biotechnology and medicine

Light- or oxidation-triggered CO release from [MnI(CO)3(κ3-L)] complexes: reaction intermediates and a new synthetic route to [MnIII/IV2(μ-O)2(L)2] compounds

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Light- or oxidation-triggered CO release from [Mn^I(CO)₃(κ³-L)] complexes: reaction intermediates and a new synthetic route to [MnIII/IV2(μ-O)₂(L)₂] compounds