木槿的化学成分研究

Chemical Constituents from the Stems of Hibiscus syriacus

摘要:

为了解木槿（Hibiscus syriacus）茎的化学成分，采用MCI-gel中压柱层析、硅胶柱层析、Sephadex LH-20凝胶柱层析和高效液相色谱等色谱方法，从木槿茎85%乙醇提取物中分离得到13个化合物。根据理化性质和波谱数据，其结构分别鉴定为methyl 4-[2-hydroxy-2-（4-hydroxy-3-methoxyphenyl）-1-（hydroxymethyl） ethyl]sinapate （1）、2，6，2'，6'-四甲氧基-4，4'-二（2，3-环氧-1-羟基丙基）二苯（2）、3，4，5-三甲氧基肉桂酸甲酯（3）、3，4-二甲氧基肉桂酸甲酯（4）、对羟基肉桂酸甲酯（5）、咖啡酸甲酯（6）、阿魏酸甲酯（7）、丁香脂素（8）、clemaphenol A （9）、（E）-3-hydroxyanethole β-d-glucopyranoside （10）、荭草苷（11）、木犀草素（12）和芹菜素（13）。其中化合物1~10为木脂素类，化合物11~13为黄酮类，化合物1为新天然产物，化合物1~12为首次从该植物中分离得到。采用MTS法检测，40μmol/L的化合物1~10对人白血病HL-60细胞和人肺癌A-549细胞株体外生长均未显示出较好的抑制活性。

Abstract:

In order to understand the chemical constituents of Hibiscus syriacus stem, thirteen copounds were isolated from 85% ethanol extract of its stems by several column chromatographic techniques, such as MPLC- MCI-gel, silica gel, Sephadex LH-20 and preparative HPLC. Based on physicochemical properties and NMR spectral data, their structures were identified as methyl 4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-(hydroxymethyl) ethyl] sinapate (1), 2,6,2ʹ,6ʹ-tetramethoxy-4,4ʹ-bis(2,3-epoxy-1-hydroxypropyl) biphenyl (2), 3,4,5- trimethoxycinnamic acid methyl ester (3), 3,4-dimethoxycinnamic acid methyl ester (4), trans-p-hydroxy- cinnamic acid methyl ester (5), methyl caffeate (6), methyl feruate (7), syringaresinol (8), clemaphenol A (9), (E)-2-methoxy-5-propenylphenyl β-d-glucopyranoside (10), orientin (11), luteolin (12), and apigenin (13). Among them, compounds 1-10 were lignans and compounds 11-13 were flavonoids. Compound 1 was a new natural product, compound 1-12 were isolated from this plant for the first time. Compounds 1-10 at 40 μmol/L did not exhibit good cytotoxic activities to in vitro growth of human leukemia HL-60 cells and human lung cancer A-549 cells.