Romanski, Steffen and Ruecker, Hannelore and Stamellou, Eleni and Guttentag, Miguel and Neudoerfl, Joerg-Martin and Alberto, Roger and Amslinger, Sabine and Yard, Benito and Schmalz, Hans-Guenther (2012) Iron Dienylphosphate Tricarbonyl Complexes as Water-Soluble Enzyme-Triggered CO-Releasing Molecules (ET-CORMs). ORGANOMETALLICS, 31 (16). pp. 5800-5809. ISSN 0276-7333, 1520-6041
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A series of racemic phosphoryloxy-substituted (eta(4)-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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CARBON-MONOXIDE RELEASE; THERAPEUTIC APPLICATIONS; COORDINATION; EXAMPLE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Sabine Amslinger |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 07 May 2020 05:32 |
| Last Modified: | 07 May 2020 05:32 |
| URI: | https://pred.uni-regensburg.de/id/eprint/18276 |
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