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Nutrient Physiology, Metabolism, and Nutrient-Nutrient Interactions

Quantitative NMR Analysis of a Sesamin Catechol Metabolite in Human Urine¹

² Department of Food Sciences and ³ Department of Chemistry, Swedish University of Agricultural Sciences, S-750 07 Uppsala, Sweden

^* To whom correspondence should be addressed. E-mail: ali.moazzami{at}lmv.slu.se.

Sesamin, the major sesame oil lignan, is recognized for its health-promoting effects, including the lowering of cholesterol and elevation of -tocopherol in rats and humans. However, little is known about the absorption and metabolism of sesamin in humans. In this study, 6 healthy volunteers took a single dose of sesame oil (508 µmol sesamin) and their urine was collected for four 12-h periods. The urine samples were treated with ß-glucuronidase/sulphatase and extracted with chloroform. The major urinary sesamin metabolite in the chloroform extract was collected using HPLC diode array detector and characterized as (1R,2S,5R,6S)-6-(3,4-dihydroxyphenyl)-2-(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo-[3,3,0]octane using NMR and mass spectroscopy. A quantitative ¹H-NMR technique, based on the methylenedioxyphenyl protons signal ( 5.91), was used for the quantification of the metabolite in the chloroform extracts of urine. The excretion of the sesamin catechol metabolite ranged from 22.2 to 38.6% (mean ± SD, 29.3 ± 5.6) of the ingested dose and happened mainly in the 1st 12 h after ingestion.