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Journal of Lipid Research, Vol 25, 40-48, Copyright © 1984 by Lipid Research, Inc.
S Chiku, K Hamamura and T Nakamura
A novel metabolite of d-delta-tocopherol was isolated from the urine of
rats given d-3,4-[3H2]-delta-tocopherol intravenously. The metabolite was
collected from the urine of rats given d-delta-tocopherol in the same
manner as that of the labeled compound. It was found that the metabolites
consisted of sulfate conjugates. The portion of the major metabolite
released with sulfatase was determined to be 2,8-dimethyl-2-
(2'-carboxyethyl)-6-chromanol by infrared spectra, nuclear magnetic
resonance spectra, and mass spectra. The proposed structure was confirmed
by comparing the analytical results with those of a synthetically derived
compound. As a result of the structural elucidation of this novel
metabolite, a pathway for the biological transformation of delta-tocopherol
is proposed which is different from that of alpha-tocopherol. A
characteristic feature of the pathway is the absence of any opening of the
chroman ring throughout the sequence.
ARTICLES
Novel urinary metabolite of d-delta-tocopherol in rats
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