Iron Dienylphosphate Tricarbonyl Complexes as Water-Soluble Enzyme-Triggered CO-Releasing Molecules (ET-CORMs)

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• 作者：Steffen Romanski ; Hannelore R眉cker ; Eleni Stamellou ; Miguel Guttentag ; J枚rg-Martin Neud枚rfl ; Roger Alberto ; Sabine Amslinger ; Benito Yard ; Hans-G眉nther Schmalz
• 刊名：Organometallics
• 出版年：2012
• 出版时间：August 27, 2012
• 年：2012
• 卷：31
• 期：16
• 页码：5800-5809
• 全文大小：425K
• 年卷期：v.31,no.16(August 27, 2012)
• ISSN：1520-6041

文摘

A series of racemic phosphoryloxy-substituted (畏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.