Structure and Cytotoxicity of Dehydrotomatine, a Minor Component of Tomato Glycoalkaloids

The structure of dehydrotomatine was determined as (3β,22β,25S)-spirosol-5-en-3-yl-O-β-d-glucopyranosyl-(1→2)-O-[β-d-xylopyranosyl-(1→3)]-O-β-d-glucopyranosyl-(1→4)-β-d-galactopyranoside from the analysis of FAB-MS, UV, and NMR spectra. Dehydrotomatine exhibited cytotoxicity on animal cell lines HepG2, NIH/3T3, and U937 lower than that of tomatine, the major tomato glycoalkaloid. Keywords: Dehydrotomatine; cytotoxicity; NMR; tomato glycoalkaloid