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Issue 45, 2012
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Acyloxybutadiene tricarbonyl iron complexes as enzyme-triggered CO-releasing molecules (ET-CORMs): a structure–activity relationship study

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Abstract

A series of η4-acyloxycyclohexadiene–Fe(CO)3 complexes was prepared and fully characterized by spectroscopic methods including single crystal X-ray diffraction. For this purpose a new synthetic access to differently acylated 1,3- and 1,5-dienol–Fe(CO)3 complexes was developed. The enzymatically triggered CO release from these compounds was monitored (detection of CO through GC and/or by means of a myoglobin assay) and the anti-inflammatory effect of the compounds was assessed by a cellular assay based on the inhibition of NO-production by inducible NO synthase (iNOS). It was demonstrated that the properties (rate of esterase-triggered CO release, iNOS inhibition, cytotoxicity) of the complexes strongly depend on the substitution pattern of the π-ligand and the nature of the acyloxy substituent.

Graphical abstract: Acyloxybutadiene tricarbonyl iron complexes as enzyme-triggered CO-releasing molecules (ET-CORMs): a structure–activity relationship study

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Publication details

The article was received on 22 Mar 2012, accepted on 14 May 2012, published on 16 May 2012 and first published online on 16 May 2012


Article type: Paper
DOI: 10.1039/C2DT30662J
Citation: Dalton Trans., 2012,41, 13862-13875
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    Acyloxybutadiene tricarbonyl iron complexes as enzyme-triggered CO-releasing molecules (ET-CORMs): a structure–activity relationship study

    S. Romanski, B. Kraus, M. Guttentag, W. Schlundt, H. Rücker, A. Adler, J. Neudörfl, R. Alberto, S. Amslinger and H. Schmalz, Dalton Trans., 2012, 41, 13862
    DOI: 10.1039/C2DT30662J

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