Studies on the Constituents of Aceraceae Plants. V. Two Diarylheptanoid Glycosides and an Arylbutanol Apiosylglucoside from Acer nikoense

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From the stem bark of Acer nikoense MAXIM. (Aceraceae), three glycosides were isolated, namely aceroside III (1), C_<30>H_<40>O_<12>, mp 138-141℃, [α]_D-98.4°, aceroside VI (2), C_<25>H_<32>O_8・1/2H_2O, mp 124-125℃, [α]_D-69.3°, and apiosylepirhododendrin (3), amorphous film (C_<21>H_<32>O_<11>), [α]_D-59.5°. On acid hydrolysis, 1 yielded acerogenin A (4), apiose, glucose, and a partially hydrolyzed product 2,while 3 afforded (+)-rhododendrol (11), apiose, and glucose. Inspection of the carbon-13 nuclear magnetic resonance (^<13>C NMR) and the PRFT-NMR spectra of 1 and 3 disclosed that they are apiosyl-(1→6)-glucosides. The proton nuclear magnetic resonance (^1H NMR) spectral data of their permethylates (6 and 12) and the analytical data of methanolysis products of 6 and 12 established the structures of 1,2 and 3 as acerogenin A 11-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside, acerogenin A 11-O-β-D-glucopyranoside and (+)-rhododendrol 2-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside, respectively.
社団法人日本薬学会の論文
1983-06-25