60503-28-8Relevant articles and documents
Structures of new cyclic diarylheptanoids and inhibitors of nitric oxide production from Japanese folk medicine Acer nikoense
Morikawa, Toshio,Tao, Jing,Toguchida, Iwao,Matsuda, Hisashi,Yoshikawa, Masayuki
, p. 86 - 91 (2003)
Three new cyclic diarylheptanoids, acerosides B1 and B2 and aceroketoside, were isolated together with 20 known compounds from a Japanese folk medicine, the stem bark of Acer nikoense. The absolute stereostructures of the new compounds were determined on the basis of chemical and physicochemical evidence. In addition, the principal diarylheptanoid constituents were found to exhibit inhibitory activity on nitric oxide production in lipopolysaccharide-activated macrophages.
Studies on the Constituents of Aceraceae Plants. V. Two Diarylheptanoid glycosides and an Arylbutanol Apiosylglucoside from Acer nikoense
Nagai, Masahiro,Kubo, Masayoshi,Takahashi, Kunio,Fujita, Masao,Inoue, Takao
, p. 1923 - 1928 (2007/10/02)
From the stem bark of Acer nikoense Maxim. (Aceraceae), three glycosides were isolated, namely aceroside III (1), C30H40O12, mp 138-141 deg C, D -98.4 deg, aceroside VI (2), C25H32O8*1/2H2O, mp 124-125 deg C, D -69.3 deg, and apiosylepirhododendrin (3), amorphous film (C21H32O11), D -59.5 deg.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-glucanopyranoside, respectively.Keywords - Acer nikoense; Aceraceae; diarylheptanoid; arylbutanol; apiosylglucoside; aceroside (III, VI); apiosylepirhododendrin; (+)-rhododendrol; PRFT-NMR