Studies on the constituents of aceraceae plants. V. Two diarylheptanoid glycosides and an arylbutanol apiosylglucoside from Acer nikoense.

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Abstract
From the stem bark of Acer nikoense MAXIM. (Aceraceae), three glycosides were isolated, namely aceroside III (1), C30H40O12, mp 138-141°C, [α]D-98.4°, aceroside VI (2), C25H32O8·1/2H2O, mp 124-125°C, [α]D-69.3°, and apiosylepirhododendrin (3), amorphous film (C21H32O11), [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 (13C 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.
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