title: Detection by HPLC and structural characterization by NMR and MS of a natural deuterium isotopologue of ulipristal acetate.
abstract: Herein we discuss the structure elucidation of an unknown peak detected by HPLC in the active pharmaceutical ingredient ulipristal acetate during analytical method development. An extensive chromatographic, MS and NMR spectroscopic study gave the surprising result that the detected component is the natural-abundance mono-deuterium isotopologue of the API. To the best of our knowledge this is the first example where such a mono-deuterium isotopologue could be resolved from its mother component by HPLC and structurally fully characterized by NMR and MS. The reason for this separation could be rationalized in terms of some special structural features of the molecule.
authors: API Research and Development, Spectroscopic Research, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: Zoltán
authors: Z
authors: Béni
authors: API Research and Development, Research Analytics, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: Judit
authors: J
authors: Orgoványi
authors: API Research and Development, Spectroscopic Research, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: János
authors: J
authors: Kóti
authors: API Research and Development, Steroid Synthetic Laboratory, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: Csaba
authors: C
authors: Sánta
authors: API Research and Development, Steroid Synthetic Laboratory, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: János
authors: J
authors: Horváth
authors: API Research and Development, Steroid Synthetic Laboratory, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary.
authors: Sándor
authors: S
authors: Mahó
authors: API Research and Development, Spectroscopic Research, Gedeon Richter Plc., Gyömrői u. 19-21., H-1475 Budapest, Hungary. Electronic address: cs.szantay@richter.hu.
authors: Csaba
authors: C
authors: Szántay
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003903:Deuterium / Q000737:chemistry*; D004340:Drug Contamination; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D013058:Mass Spectrometry / Q000379:methods; D009649:Norpregnadienes / Q000737:chemistry*
chemical_list: D009649:Norpregnadienes; D003903:Deuterium; C555622:ulipristal acetate
keywords: Natural deuterium isotopologue; Separation by HPLC; Structure determination by NMR and MS; Unknown component of drug substance