Oligolignans in the wood of Picea obovata Ledeb.
Oligolignans in the wood of Picea obovata Ledeb.
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DOI：
10.1134/s1068162016070062
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发表时间：
2016-12-01
影响因子：
1
通讯作者：
Babkin, V. A.
中科院分区：
文献类型：
--
作者：
Fedorova, T. E.;Fedorov, S. V.;Babkin, V. A.
研究了西伯利亚云杉（Picea obovata Ledeb.）酚类化合物的化学组成和低聚木脂素的结构。我们用的是在伊尔库茨克市附近采集的西伯利亚云杉的木材。通过三级丙酮提取从磨碎的木材（粒度：10-15 mm;湿度：5.9%）中分离提取物。提取物通过用极性增加的溶剂：己烷、乙酸乙酯和正丁醇连续处理而分离。云杉木酚类物质主要集中在乙酸乙酯部分，占绝干材的0.7%，乙酸乙酯部分经硅胶柱层析分离，以氯仿-丙酮混合液（丙酮浓度从0增加到100%）为洗脱液。单体木脂素（类似于云杉木材提取物的乙酸乙酯部分的60-65%）、低聚木脂素（类似于20-25%）和聚合木脂素（类似于12-15%）被分离。结果发现，低聚物和聚合物级分含有单体木脂素单元与丁内酯环，主要是，片段与羟基matairesinol结构。低聚木脂素含有具有松脂醇和落叶松树脂醇结构的片段。对西伯利亚云杉丙酮提取物乙酸乙酯部位的抗病毒和抗氧化活性进行了初步研究。发现木脂素复合物在细胞培养物中和在白色小鼠的胰腺炎模型中具有抗科萨基B4病毒的活性，使细胞培养物中肠道病毒的活性降低约100倍。西伯利亚云杉木材多酚复合物的抗氧化活性率与已知的抗氧化剂二氢槲皮素相当。
We studied the chemical composition of the phenolic complex and the structure of oligomeric lignans in Siberian spruce (Picea obovata Ledeb.). We used the wood of Siberian spruce collected near the city of Irkutsk. The extractives were isolated from ground wood (particle size: 10-15 mm; humidity: 5.9%) by three-stage acetone extraction. The extract was separated by consecutive treatment with the solvents with increasing polarity: hexane, ethyl acetate and n-butanol. The main amount of phenolic compounds (lignans) was concentrated in the ethyl acetate fraction and it was 0.7% in absolutely dry wood (adw).The ethyl acetate fraction of spruce wood extract was separated by silica gel column; a chloroform-acetone mixture was used as the eluent (the concentration of acetone in the mixture was increased from 0 to 100%). Monomeric lignans (similar to 60-65% of the ethyl acetate fraction of spruce wood extract), oligomeric lignans (similar to 20-25%), and polymer lignans (similar to 12-15%) were isolated.We also obtained C-13 nuclear magnetic resonance (NMR) spectra for the main monomeric, oligomeric and polymeric lignan compounds of phenolic complexes. It was found that oligomeric and polymeric fractions contain monomeric lignan units with the butyrolactone cycle, primarily, the fragments with hydroxymatairesinol structure. Oligomeric lignans contain the fragments with a pinoresinol and lariciresinol structure. All the monomeric structural units are characterized by the guaiacyl substitution type of the aromatic cycles.A preliminary study has been performed on the antiviral and antioxidant activity of the ethyl acetate fraction of acetone extract of Siberian spruce wood. It was found that the lignan complex is active against Coxsackie B4 virus in cell culture and in the pancreatitis model in white mice, reducing the activity of enteroviruses in the cell culture approximately 100 times. The antioxidant activity rate of polyphenol complex of Siberian spruce wood is comparable to that of a known antioxidant dihydroquercetin.