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

作者:Romanski Steffen; Kraus Birgit; Guttentag Miguel; Schlundt Waldemar; Ruecker Hannelore; Adler Andreas; Neudoerfl Joerg Martin; Alberto Roger; Amslinger Sabine*; Schmalz Hans Guenther
来源:Dalton Transactions, 2012, 41(45): 13862-13875.
DOI:10.1039/c2dt30662j

摘要

A series of eta(4)-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 pi-ligand and the nature of the acyloxy substituent.

  • 出版日期2012