The Constituents of Conifer Needles. Dilignol Glycosides from Pinus massoniana Lamb.

Abstract

Seventeen dilignol glycosides and 2 arylglycerols were isolated and identified from Pinus massoniana needles. They consisted of 2 α-L-rhamnopyranosides of 2,3-dihydro-2-(4'-hydroxy-3'-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuranpropanol; 2 α-L-rhamnopyranosides and a β-D-glucopyranoside of 2,3-dihydro-7-hydroxy-2-(4'-hydroxy-3'-methoxyphenyl)-3-hydroxymethyl-5-benzofuranpropanol; an α-L-rhamnopyranoside, 2 β-D-glucopyranosides and a β-D-xylopyranoside of 1-(4'-hydroxy-3'-methoxyphenyl)-2-[2''-hydroxy-4''-(3-hydroxypropyl)phenoxy]-1,3-propanediol; an α-L-rhamnopyranoside and a β-D-glucopyranoside of 1-(4'-hydroxy-3'-methoxyphenyl)-2-[4''-(3-hydroxypropyl)-2''-methoxyphenoxy]-1,3-propanediol; a β-D-xylopyranoside, a β-D-glucopyranoside, and an α-L-arabinofuranoside of (+)-isolariciresinol; a β-D-glucopyranoside and a β-D-xylopyranoside of (-)-secoisolariciresinol and a β-D-glucopyranoside of (+)-pinoresinol. The 2 arylglycerols were 1-(4-hydroxyphenyl)-1,2,3-propanetriol and 1-(4-hydroxy-3-methoxyphenyl)-1,2,3-propanetriol. [on SciFinder(R)]