Combined use of liquid chromatography-nuclear magnetic resonance spectroscopy and liquid chromatography-mass spectrometry for the characterization of an acarbose degradation product.
Directly coupled LC-MS and LC-NMR were applied to identify and structurally characterize an acarbose degradation product A in acidic media. A comparative analysis of the stop-flow LC-NMR (1H and TOCSY) and LC-MS data provided evidence that A is structurally related to acarbose, differing from the parent compound in a number of subunits present in the molecule. Spectral analysis revealed that A was the alpha-glucosidase inhibitor amylostatin XG. Complementary information obtained from the two methods led to the structural elucidation of A which was later corroborated by high-resolution NMR spectroscopy of the isolated molecule.
Novak
Predrag
P
PLIVA Research Institute Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia. predrag.novak@pliva.hr
Tepes
Predrag
P
Cindrić
Mario
M
Ilijas
Marina
M
Dragojević
Snjezana
S
Mihaljević
Kreso
K
D020909:Acarbose / Q000737:chemistry*; D002853:Chromatography, Liquid / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D013058:Mass Spectrometry / Q000379:methods*
D020909:Acarbose