title: Resolving natural product epimer spectra by matrix-assisted DOSY.
abstract: High resolution diffusion-ordered NMR spectroscopy allows the separation of signals from different species based on their diffusion coefficients. In general this requires that the NMR spectra of the components do not have overlapping signals, and that the diffusion coefficients are significantly different. Modifying the solvent matrix in which a sample is dissolved can change the diffusion coefficients observed, allowing resolution ("matrix-assisted DOSY"). We show here that dissolving the two naturally-occurring epimers of naringin in an aqueous solution of β-cyclodextrin causes both shift and diffusion changes, allowing the signals of the epimers to be distinguished. Chiral matrix-assisted DOSY has the potential to allow simple resolution and assignment of the spectra of epimers and enantiomers, without the need for derivatisation or for titration with a shift reagent.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK.
authors.forename: Ralph W
authors.initials: RW
authors.lastname: Adams
authors.forename: Juan A
authors.initials: JA
authors.lastname: Aguilar
authors.forename: Julia
authors.initials: J
authors.lastname: Cassani
authors.forename: Gareth A
authors.initials: GA
authors.lastname: Morris
authors.forename: Mathias
authors.initials: M
authors.lastname: Nilsson
mesh_terms: D001688:Biological Products / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D001688:Biological Products; D047392:beta-Cyclodextrins