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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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
June 5, 2012
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| In: |
Organometallics
Year: 2012, Volume: 31, Issue: 16, Pages: 5800-5809 |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om300359a |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1021/om300359a Verlag, Volltext: https://doi.org/10.1021/om300359a 
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| Author Notes: | Steffen Romanski, Hannelore Rücker, Eleni Stamellou, Miguel Guttentag, Jörg-Martin Neudörfl, Roger Alberto, Sabine Amslinger, Benito Yard, and Hans-Günther Schmalz |
| Summary: | 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. |
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| Item Description: | Gesehen am 03.04.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om300359a |