Studies on the Constituents of Aceraceae Plants. I. Constituents in the Leaves and the Stem Bark of Acer nikoense MAXIM.

Abstract

Chemical constituents of the leaves and stem bark of Acer nikoense MAXIM. (Aceraceae) were examined. β-Amyrin, β-sitosterol contaminated with campesterol and stigmasterol, and β-sitosterol glucoside were obtained from both parts of the plant. β-Amyrin acetate, quercetin, quercitrin, and ellagic acid were isolated from the leaves, and scopoletin, (+)-rhododendrol (VIII), (+)-catechin, and two new glycosides named aceroside I (XI), C₂₅H₃₂O₈, mp 170-171° (from acetone), [α] D-7.7°, and epi-rhododendrin (XII), C₁₆H₂₄O₇, mp 81-84°, [α] D -15.5°, from the stem bark. The absolute configuration of VIII was proposed to be S from empirical rule on optical rotation-chirality relationship. Hydrolysis of aceroside I (XI) afforded acerogenin A (XIII) as its aglycone, whose structure has already been reported. The structure of epi-rhododendrin (XII) was elucidated to be (S)-4-(p-hydroxyphenyl) butan-2-ol 2-β-D-glucopyranoside from chemical and spectral evidences.