Efficient enantiorecognition of ruthenium(II) complexes by silica-bound teicoplanin |
| |
| Affiliation: | 1. Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università di Roma, P.le A. Moro 5, 00185 Rome, Italy;2. Inorganic Chemistry Research Centre, School of Chemical Sciences, Dublin City University, Dublin 9, Ireland;3. Dipartimento di Scienze del Farmaco, Università di Chieti, Via dei Vestini 31, 66013 Chieti, Italy;1. Department of Chemistry and Biochemistry, University of Texas at Arlington, 700 Planetarium Place, Arlington, TX, 76019, USA;2. Millipore-Sigma, Bellefonte, PA, 16823, USA;3. Institut des Sciences Analytiques, Université de Lyon 1, CNRS, 5 rue de la Doua, 69100, Villeurbanne, France;1. Environmental Science, Aarhus University, Frederiksborgvej 399, 4000 Roskilde, Denmark;2. Section of Analytical Biosciences, Department of Pharmacy, University of Copenhagen, Universitetsparken 2, 2100 København Ø, Denmark;3. Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55128 Mainz, Germany;1. Departamento de Química, Universidad Nacional de Río Cuarto, 5800 Río Cuarto, Argentina;2. IMIBIO – CONICET – Fac. de Química, Bioquímica y Farmacia, Área de Química Física, UNSL, 5700 San Luis, Argentina |
| |
| Abstract: | A series of chiral tris-diimine ruthenium(II) complexes have been resolved by HPLC on a chiral stationary phase. The stationary phase (CSP1) was prepared by covalent attachment of the glycopeptide antibiotic teicoplanin to isocyanate activated silica gel. CSP1 selectively retains the enantiomers of [Ru(L)3]2+ (L=2,2′-bypyridine (bpy), 1,10-phenanthroline and 4,7-diphenyl-1,10-phenanthroline), with a preference for the Δ isomer. For the mixed-ligand complexes [Ru(bpy)2pztr]+ and [Ru(bpy)2pytr]+ (Hpztr=3-(pyrazin-2-yl)-1,2,4-triazole, Hpytr=3-(pyridin-2-yl)-1,2,4-triazole), where the triazole unit is bound to the metal centre either through the N2 or the N4 nitrogen of the ring, CSP1 discriminates both the enantiomers and the regioisomers. Diastereo- and enantioselective association was also observed between CSP1 and the stereoisomers of the dinuclear complex ((Ru(bpy)2)2bpt]3+ (Hbpt=3,5-bis(pyridin-2-yl)-1,2,4-triazole), with differences in binding affinities of 1.4 kJ/mol between the homochiral enantiomers. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
