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

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Abstract
Seventeen dilignol glycosides and 2 arylglycerols were isolated and identified from P. massonian Lamb. needles. They consisted of 2 .alpha.-L-rhamnopyranoside of 2,3-dihydro-2-(4''-hydroxy-3''-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuran-propanol; and 2 .alpha.-L-rhamnopyranosides and a .beta.-D-glucopyranoside of 2,3-dihydro-7-hydroxy-2-(4''-hydroxy-3''-methoxyphenyl)-3-hydroxymethyl-5-benzofuranpropanol; an .alpha.-L-rhamnopyranoside, 2 .beta.-D-glucopyranosides and a .beta.-D-xylopyranoside of 1-(4''-hydroxy-3''-methoxyphenyl)-2-[2"-hydroxy-4"-(3-hydroxypropyl)phenoxy]-1,3-propanediol; an .alpha.-L-rhamnopyranoside and a .beta.-D-glucopyranoside of 1-(4''-hydroxy-3''-methoxyphenyl)-2-[4"-(3-hydroxypropyl)-2"-methoxyphenoxyl]-1,3-propanediol; a .beta.-D-xylopyranoside, a .beta.-D-glucopyranoside and an .alpha.-L-arabinofuranoside of (+)-isolariciresinol; a .beta.-D-glucopyranoside and a .beta.-D-xylopyranoside of (-)-seco-isolariciresinol and a .beta.-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.