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 Hep...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 1997-10, Vol.45 (10), p.3743-3746
Main Authors: Ono, Hiroshi, Kozuka, Daio, Chiba, Yukiko, Horigane, Akemi, Isshiki, Kenji
Format: Article
Language:English
Subjects:
Biological and medical sciences
Food industries
Fruit and vegetable industries
Fundamental and applied biological sciences. Psychology
GLICOALCALOIDES
GLYCOALCALOIDE
GLYCOALKALOIDS
TOMATE
TOMATOES
TOXICIDAD
TOXICITE
TOXICITY
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Summary: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
ISSN:0021-8561
1520-5118
DOI:10.1021/jf970253k