Characterization of the Rutin-Metal Complex by Electrospray Ionization Tandem Mass Spectrometry

Abstract

According to the strong application background of bioflavonoid and metal-flavonoid complexes, novel electrospray ionization tandem mass spectrometry (ESI-MS n ) was applied to investigate the structure and fragmentation mechanism of transition metal-rutin complexes. In the full-scan mass spectra, different stoichiometric ratios of rutin-metal complexes were found. In the reaction between rutin and Cu, four kinds of complexes with four different stoichiometric ratios were produced. In the reaction between rutin and Zn, Mn(II), and Fe(II), only two kind of complexes with stoichiometric ratios of 1:1 and 1:2 occured. In further tandem mass spectrometric experiments of different rutin-metal complexes, product fragments came from the neutral loss of the external rhamnose and the internal glucose unit, oligosaccharide chain, aglycone, and small organic molecules. According to the MS n data, we proposed a mechanism for all fragments of the rutin-Cu complex A and the structure of two rutin-Cu complexes, C and D.

Synthesis, characterization and biological studies of sulfonamide Schiff’s bases and some of their metal derivatives

“…The mass spectral data and main fragments of ligand (L 2 ) and its copper complex 28,29 [Cu(L ) and metal(II) complexes (1)- (8). Table 5.…”

Electrochemical and theoretical complexation studies for Zn and Cu with individual polyphenols

“…Recently, there have appeared a good number of papers dealing with the possible structure of these type of complexes [24,25,37] . It has been stated that both quercetin and rutin would show a better complexing capacity in their reduced form.…”

“…Thermogravimetric and atomic absorption spectrophotometric studies tend to indicate that the 3-OH-4-oxo and 3'-OH-4'-OH moieties are the most likely binding sites of the flavonoids for metals [24]. ESI-MS has also been applied to the elucidation of the chemical structure of these kind of complexes, and the authors also conclude that both hydroxyl moieties are involved even in a cross-linked morphology [25].…”

Zinc complex based determination of rutin in dietary supplements

“…1). The Zn-rutin complex is well defined and characterized by several methods [8,9]. The content of the complex depends on solution conditions such as pH, the parent chemicals, solvents, etc.…”