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Problems and Pitfalls in the Analysis of Amygdalin and Its Epimer

α-[(6-O-β-d-Glucopyranosyl-β-d-glucopyranosyl)oxy]-(αR)-benzeneacetonitrile, or R-amygdalin, is the most common cyanogenic glycoside found in seeds and kernels of the Rosaceae family and other plant genera such as Passiflora. Many commercially important seeds are analyzed for amygdalin content. In “alternative medicine”, amygdalin has been sold as a treatment for cancer for several decades without any rigorous scientific support for its efficacy. We have found that there are some inconsistencies and possible problems in the published analytical chemistry of amygdalin. It is shown that some analytical approaches do not account for the presence of the S-isomer; therefore, a fast reliable method was developed using a chiral stationary phase and HPLC. This approach allows “real-time” monitoring and complete and highly efficient separations. It is found that the S-amygdalin continuously forms in aqueous solutions. A striking result is that the conversion of amygdalin is glassware dependent. “Clean” vials from ...

Authors:   M. Farooq Wahab; Zachary S. Breitbach; Daniel W. Armstrong; Rick Strattan; Alain Berthod
Journal:   Journal of Agricultural and Food Chemistry
Year:   2015
DOI:   10.1021/acs.jafc.5b03120
Publication date:   02-Oct-2015
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