One metal–two pathways to the carboxylate-enhanced, iron-containing quercetinase mimics

Abstract

Mononuclear iron(iii) flavonolate was synthesized as synthetic enzyme-substrate complex, and its direct and carboxylate-enhanced dioxygenation as biomimetic functional models with relevance to flavonol 2,4-dioxygenase are briefly described.

Iron and Manganese-Containing Flavonol 2,4-Dioxygenase Mimics

“…3) (Baráth et al, 2009;Kaizer et al, 2007). Compounds Mn(fla) 2 (py) 2 (flaH = flavonol) Fe(4'MeOfla) 3 and Fe (4'Rfla)(salen) (salenH 2 = 1,6-bisz(2-hydroxyphenyl)-2,5-diaza-hexa-1,5-diene, R = H, MeO, Cl, NMe 2 ) have very similar IR and electronic spectra.…”

“…Cu1-O1 Cu1-O2 (Pap et al, 2010); b (Kaizer et al, 2007); c (Grubel et al, 2010); d (Baráth et al, 2009 (Grubel et al, 2010). somewhat shorter, which may be assigned to delocalization of the -system over the whole molecule (Pap et al, 2010).…”

“…, and all reactions were entropy driven ( Table 2), indicating that the rate-determining step is bimolecular (Baráth et al, 2009;Kaizer et al, 2007 Table 2. Kinetic data for the oxygenation of metal flavonolates (Baráth et al, 2009;Kaizer et al, 2007;Pap et al, 2010).…”

“…Kinetic data for the oxygenation of metal flavonolates (Baráth et al, 2009;Kaizer et al, 2007;Pap et al, 2010).…”

“…The GLC-MS analysis of the residue of the hydrolyzed complexes, after treatment with ethereal diazomethane, showed the presence of the O-benzoylsalicylic acid methylester. Oxygenations were also carried out under an atmosphere containing (Baráth et al, 2009;Kaizer et al, 2007).…”