Isolation of individual capsaicinoids from a mixture and their characterization by (13)C NMR spectrometry.
Individual compounds were isolated from a laboratory mixture of capsaicinoids by a multi-stage approach. First, the capsaicinoids were fractionated into capsaicins and non-capsaicins by argentation solid phase extraction (SPE) on a silver-charged propyl sulfonate resin. Second, compounds in each fraction were isolated by semi-preparative liquid chromatography on a C(30) phase in aqueous methanol. Third, the individual components of the original mixture were concentrated by reversed phased (C(18)) SPE. The structure of each purified compound was confirmed by (13)C NMR spectrometry and spectral comparison to known standards, purchased or synthesized locally. The chemical shifts of 15 capsaicinoid standards were measured on a 600MHz instrument, and their assignments to particular carbons were made by reference to Distortionless Enhancement by Polarization Transfer (DEPT) NMR experiments and NMR spectral prediction software.
Thompson
Robert Q
RQ
119 Woodland Street, Department of Chemistry and Biochemistry, Oberlin College, Oberlin, OH 44074, USA.
Pennino
Michael J
MJ
Brenner
Michael J
MJ
Mehta
Manish A
MA