Synthèse, réactivité et étude structurale des complexes organométallocarbonyles mononucléaires, marqueurs de molécules biologiquement actives

Abstract

The objective of this work is the use of the organometallo-carbonyl as biological molecules markers. In fact, such molecules marked constitute easily detectable probes using IR spectroscopy because of the specific signals associated with the carbonyls ligands related to metal in the 1800-2200 cm-1 region. In this domain, our contribution consists of the preparation and the structural study of new tricarbonyles iron obtained by covalent coupling between the cation [tricarbonyl (1-5-h- cyclohexa-1,3-diene) iron] tetrafluoroborate and the three biologically active molecules : the N-acetyl histamine, the imidazolidine-2-thione and the 2-aminothiazole. The labeled complexes have been purified and characterized by the spectroscopically (IR, RMN 1H) methods. Three complexes structure [Tricarbonyl (1-4-h–5- N-acetyl histaminio cyclohexa-1,3- diene) iron] 2, [Tricarbonyl (1-4-h-5-N-imidazolidinio-2-thione cyclohexa-1,3-diene) iron] 3 and [Tricarbonyl (1-4-h–5-N-2-aminothiazolio cyclohexa-1,3-diene) iron] 4 have been determined by X-ray crystallography revealing the exo enantiomer existence for 2 and for 4 and for dimer 3. The biological activity of two free ligands imidazolidine-2-thione and the 2- aminothiazole showed an important antibacterial activity .After labeling them (3 and 4 respectively), this activity has decreased for the complex 3 and increased for the complex 4.