Phenolic Derivatives from the Root Bark of Oplopanax horridus

Helv Chim Acta. 2015 Feb;98(2):201-209. doi: 10.1002/hlca.201300439. Epub 2015 Feb 10.

Abstract

Four new phenolic derivatives, including two phenylpropanoid glycosides, one benzoate glycoside, and one lignan glycoside, together with one known glyceride, were isolated from the root bark of Oplopanax horridus. The structures of the new compounds were elucidated as 3-{4-[(6-O-acetyl-β-D-glucopyranosyl) oxy]-3,5-dimethoxyphenylpropanoic acid (1), (+)-[5,6,7,8-tetrahydro-7- (hydroxylmethyl)-10,11-dimehoxydibenzo[a,c][8]annulen-6-yl]methyl β-D-glucopyranoside (2), (+)-methyl 4-[6-O-{3-hydroxy-3-methyl-5-(1-methylpropyl)oxy]-5-oxopentanoyl}-4-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl)oxy]-3-methoxybenzoate (3), and 2-methoxy-4-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl 6-O-{3-hydroxy-3-methyl-5-[(1-methylpropyl)oxy]-5-oxopentanoyl-4-O-β-D-glucopyranosyl-β-D-glucopyranoside (4) on the basis of spectroscopic techniques including NMR and MS analyses. The known compound was identified as glycer-2-yl ferulate (5) by comparing its physical and spectral data with those reported in the literature.

Keywords: Oplopanax; Oplopanax horridus; lignan; phenylpropanoid.