Journal of Japan Oil Chemists' Society
Online ISSN : 1884-1996
Print ISSN : 1341-8327
ISSN-L : 1341-8327
Terpenoid-and Phenyl Propanoid-Glycosides Isolated from Leaves of Hiba (Thujopsis dolabrata SEIB. et ZUCC.)
Takao OBATAAkiyoshi SAWABEMasanori MORITANatsuki YAMASHITAYoshiharu MATSUBARA
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1997 Volume 46 Issue 2 Pages 139-144

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Abstract

Three terpenoid glycosides and seven phenyl propanoid glycosides were isolated from the leaves of Hiba (Thujopsis dolabrata SEIB. et ZUCC., Asunaro), and their structures were determined based on UV, MS, 1H-NMR and 13C-NMR spectroscopic data. The structures were vomifoliol 9-O-β-D-glucopyranoside (1), (6R, 7E, 9R) -9-hydroxymegastigma-4, 7-dien-3-one-9-O-β-D- glucopyranoside (2), (2E, 6R) -2, 6-dimethyl-2, 7-octadien-6-ol-1-O-β-D-glucopyranoside (3), coniferin (4), 2, 3-dihydro-2- (4'-α-L- rhamnopyranosyl-3-methoxyphenyl) -3-hydroxymethyl-7-methoxy-5-benzofuran propanol (5), 2, 3- dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-methoxy-5-benzofuran propanol (6), 2, 3-dihydro-2- (4' -β-D-glucopyranosyl-3' -methoxyphenyl) -3-hydoxymethyl-7-hydroxy-5-benzofuran propanol (7), 2, 3-dihydro-2- (4' -hydroxy-3' -methoxyphenyl) -3-hydroxymethyl-7-methoxy-5- 3-O-α-rhamnopyranosylpropan benzofuran (8), 2, 3-dihydro-2- (4' -hydroxy -3' -methoxyphenyl) -3- hydroxymethyl-7-hydroxy-5- (3-O-α-rhamnopyranosylpropan) benzofuran (9), and 1- (4-hydroxy-3-methoxyphenyl) -2- {2-hydroxy-4- (3-O-α-rhamnopyranosylpropan) phenoxy} propan-1, 3-diol (10). Compounds 1 and 3 were found to have no effect on the germination of lettuce. Compounds 110 were detected in the leaves of Hiba for the first time in this study.

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