怀槐树皮异黄酮苷类化学成分研究

研究怀槐 (Maackia amurensis) 树皮中的化学成分。利用大孔吸附树脂、硅胶、凝胶和ODS柱色谱等分离技术分离化合物, 根据化合物的理化性质和光谱数据鉴定其结构。从其70%乙醇提取物的正丁醇萃取部分分离得到了13个异黄酮苷类化合物, 分别为4′,6-二甲氧基-异黄酮-7-O-β-D-葡萄糖-(1→6)-β-D-吡喃葡糖苷 (1), 樱黄素- 4′-O-β-D-葡萄糖-(1→6)-β-D-吡喃葡糖苷 (2), 芒柄花苷 (3), 黄豆素苷 (4), 染料木苷 (5), saikoisoflavonoside A (6), 阿夫罗摩辛-7-O-β-D-吡喃葡糖苷 (7), 阿夫罗摩辛-7-O-β-D-木糖-(1→6)-β-D-吡喃葡糖苷 (8), 4′-甲氧基-异黄酮- 7-O-β-D-木糖-(1→6)-β-D-吡喃葡糖苷 (9), 4′,6-二甲氧基-异黄酮-7-O-β-D-芹糖-(1→6)-β-D-吡喃葡糖苷 (10), 鸢尾种苷 (11), 5-羟基-4′-甲氧基-异黄酮-7-O-β-D-葡萄糖-(1→6)-β-D-吡喃葡糖苷 (12) 和4′-甲氧基-异黄酮-7-O-β-D-芹糖-(1→6)-β-D-吡喃葡糖苷 (13)。化合物1为新化合物, 命名为怀槐异黄酮苷(maackiaisoflavonoside), 化合物2, 8, 9, 10, 12和13为该属内首次分离得到。

Isoflavone glycosides from the bark of Maackia amurensis

To study the chemical constituents of the Maackia amurensis, the constituents were isolated by various chromatographies and the structures were elucidated on the basis of chemical and spectroscopic data (ESI-MS, 1D and 2D NMR).  Thirteen isoflavone glycosides were isolated from the n-BuOH-soluble fraction of the 70% ethanol extract and identified as 7-hydroxy-4′,6-dimethoxyisoflavone-7-O-β-D-glucopyranosyl-(1→6)-β-D- glucopyranoside (1), dalsympathetin (2), ononin (3), glycitin (4), genestin (5), saikoisoflavonoside A (6), afrormosin-7-O-β-D-glucopyranoside (7), gehuain (8), kushenol O (9), 7-hydroxy-4′,6-dimethoxyisoflavone-7-O- β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (10), tectoridin (11), biochanin A 7-O-β-D-gentiobioside (12) and 7-hydroxy-4′-methoxyisoflavone-7-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (13).  Compound 1 is a new isoflavone glycoside, named as maackiaisoflavonoside, compounds 2, 8, 9, 10, 12 and 13 were isolated from this genus for the first time.