长胜七中木脂素类化学成分研究

Study on the Chemical Components of Lignans from the Root Bark of Schisandra Sphenanthera

    摘要
  • 摘要:
    目的 研究长胜七的化学成分及其细胞毒活性。
    方法 采用硅胶柱色谱、Sephadex LH-20凝胶柱色谱和半制备液相进行分离纯化，通过1H-NMR、13C-NMR以及质谱鉴定化学结构，采用MTT法测定化合物的细胞毒活性。
    结果 从长胜七中分离得到20个化合物，分别鉴定为Matairesinol(1)、2-Hydroxy-2-(3′, 4′- dihydroxyphenyl)methyl-3-(3″, 4″-dimethoxyphenyl)methyl-gamma-butyrolactone(2)、(+)-Nortrachelogenin(3)、2-Hydroxy-2-(4′-O-β-D-glucopyranosyl- 3′-hydroxyphenyl)methyl-3-(3″, 4″-dimethoxyphenyl)methyl-γ-butyrolactone(4)、Nortracheloside(5)、Burselignan(6)、(+)-Cycloolivil(7)、5-Methoxy-(+)-isolariciresinol(8)、(-)-Isolariciresinol 3α-O-β-D-glucopyranoside(9)、(+)-9-O-β-D-Glucopyranosyl lyoniresinol(10)、(-)-Secoisolariciresinol(11)、利卡灵A(12)、Cedrusin(13)、Matairesinol 4′-O-β-D-glucopyranoside(14)、前五味子脂素(15)、内消旋二氢愈创木脂酸(16)、7S, 8R-顺式-4, 9, 9′-三羟基-3, 3′-二甲氧基-8-O-4′-新木脂素-7-O-β-D-葡萄糖苷(17)、戈米辛M2(18)、戈米辛M3(19)、松脂素(20)，化合物1~3，12，15，16，18和19对A549、HCT116、SW620细胞株具有细胞毒活性，IC50值为1.4~22.9 μmol·L-1。
    结论 化合物1~4，6~12，14，17~19首次从华中五味子植物中分离得到，化合物1~3，12，15，16，18和19具有细胞毒活性。

     

    Abstract:
    OBJECTIVE To study the chemical constituents in the root bark of Schisandra sphenanthera and their cytotoxic activities.
    METHODS The compounds were isolated and purified by silica, Sephadex LH-20 and semi preparative-HPLC and the chemical structures were identified by 1H-NMR, 13C-NMR and MS data analysis. The cytotoxic activities of the compounds were determined by MTT method.
    RESULTS Twenty lignans were isolated and deduced as: Matairesinol (1), 2-Hydroxy-2-(3′, 4′-dihydroxyphenyl)methyl-3-(3″, 4″-dimethoxyphenyl)methyl-gamma-butyrolactone (2), (+)-Nortrachelogenin (3), 2-Hydroxy-2-(4′-O-β-D-glucopyranosyl- 3′-hydroxyphenyl)methyl-3-(3″, 4″-dimethoxyphenyl)methyl-γ-butyrolactone (4), Nortracheloside (5), Burselignan (6), (+)-Cycloolivil (7), 5-Methoxy-(+)-isolariciresinol (8), (-)-Isolariciresinol 3α-O-β-D-glucopyranoside (9), (+)-9-O-β-D-Glucopyranosyl lyoniresinol (10), (-)-Secoisolariciresinol (11), Licarin A (12), Cedrusin (13), Matairesinol 4′-O-β-D-glucopyranoside (14), Pregomisin (15), Meso-dihydroguaiaretic acid (16), 7S, 8R-Erythro-4, 9, 9′-trihydroxy-3, 3′-dimethoxy-8-O-4′-neolignan-7-O-β-D-glucopyranoside (17), Gomisin M2 (18), Gomisin M3 (19), Pinoresinol (20). Compounds 1-3, 12, 15, 16, 18 and 19 showed cytotoxic activity against A549, HCT116 and SW620 cell lines with IC50 values ranging from 1.4 to 22.9 μmol·L-1.
    CONCLUSION Compounds 1-4, 6-12, 14, 17-19 are isolated from the plant for the first time, compounds 1-3, 12, 15, 16, 18 and 19 exhibit cytotoxic activities.

     

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