Buchumschlag

Iron dienylphosphate tricarbonyl complexes as water-soluble enzyme-triggered CO-releasing molecules (ET-CORMs)

A series of racemic phosphoryloxy-substituted (η4-cyclohexadiene)Fe(CO)3 complexes was synthesized by exploiting the O-phosphorylation of (dienol)Fe(CO)3 intermediates generated in situ from the corresponding triisopropylsiloxy-protected complexes. The phosphorylated products were fully characterize...

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Bibliographische Detailangaben
Hauptverfasser: Romanski, Steffen (VerfasserIn) , Stamellou, Eleni (VerfasserIn) , Yard, Benito A. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: June 5, 2012
In: Organometallics
Year: 2012, Jahrgang: 31, Heft: 16, Pages: 5800-5809
ISSN:1520-6041
DOI:10.1021/om300359a
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1021/om300359a
Verlag, Volltext: https://doi.org/10.1021/om300359a
Volltext
Verfasserangaben:Steffen Romanski, Hannelore Rücker, Eleni Stamellou, Miguel Guttentag, Jörg-Martin Neudörfl, Roger Alberto, Sabine Amslinger, Benito Yard, and Hans-Günther Schmalz
Beschreibung
Zusammenfassung:A series of racemic phosphoryloxy-substituted (η4-cyclohexadiene)Fe(CO)3 complexes was synthesized by exploiting the O-phosphorylation of (dienol)Fe(CO)3 intermediates generated in situ from the corresponding triisopropylsiloxy-protected complexes. The phosphorylated products were fully characterized by spectroscopic methods, including single-crystal X-ray diffraction in four cases. Monodeprotection of two dimethyl phosphate derivatives with trimethylamine led to the tetramethylammonium salts of the (cyclohexadienyl methyl phosphate)Fe(CO)3 complexes. These compounds are the first water-soluble enzyme-trigged CO-releasing molecules (ET-CORMs). The phosphatase-induced CO release was monitored by means of GC. The biological activity was assessed in different cellular assays. The compounds were shown to be only slightly toxic, and a moderate anti-inflammatory potential was determined in an assay based on the inhibition of inducible NO synthase (iNOS)-induced NO production.
Beschreibung:Gesehen am 03.04.2018
Beschreibung:Online Resource
ISSN:1520-6041
DOI:10.1021/om300359a

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