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化学学报
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化学学报 ›› 2002, Vol. 60 ›› Issue (10): 1846-1853. 上一篇    下一篇

研究论文

单甲基化大豆苷元磺酸盐的合成、晶体结构及活性研究

张尊听;刘谦光;刘小红;杨伯伦;段玉峰;高子伟;郁开北   

  1. 陕西师范大学化学与材料科学学院,西安(710062);西安交通大学环境与化学 工程学院,西安(710069);中国科学院成都分院分析测试中心,成都(610041)
  • 发布日期:2002-10-15

Synthesis, Crystal Structure and Biological Activity of Monomethylated Daidzein Sulfonates

Zhang Zunting;Liu Qianguang;Liu Xiaohong;Yang Bolun;Duan Yufeng;Gao Ziwei;Yu Kaibei   

  1. School of Chemistry and Materials Science, Shaanxi Normal University,Xi'an(710062);College of Environment and Chemical Engineering, Xi'an Jiaotong University,Xi'an(710049);Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences,Chengdu (610041)
  • Published:2002-10-15

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被引次数

105 | 8

以在豆苷元为原料合成出强水溶性异黄酮类化合物：7-甲氧基-4'-羟基异黄酮 -3'-磺酸钠（1）和7-甲氧基-4'-羟基异黄酮-3'-磺酸钴（2）。抗缺氧缺血活性试 验表明：化合物1和2的抗缺氧缺血活性比大豆苷元好。X-单晶衍射分析表明化合物 2晶体结构以Co~(2+)为对称中心，含6分子配位水和10分子结晶水，16个分子和7- 甲氧基-4'-羟基异黄酮-3'-磺酸根的羰基、羟基、磺酸基氧原子相互之间通过多个 氢键在晶体内部形成复杂的三维空间网络。

关键词: 大豆, 异黄酮, 磺酸 P, 晶体结构, 三维结构

The structure of daidzein was modified by sulfonation reaction. The water soluble derivatives of daidzein sodium 7-methoxy-4'- hydroxyisoflavone-3'-sulfonate (1) and cobalt (II) 7-methoxy-4'- hydroxyisoflavone-3'-sulfonate (2) have been synthesized. Their activities of anti-hypoxia and anti-anoxemia have been tested. The results show that the anti-hypoxia and anti-anoxemia activities of 1 and 2are bette than those of daidzein. The crystal of 2 {[Co~(2+) (6H_2O)][(C_(16)H_(11)O_4SO_3~-)_2]·10H_2O} belongs to triclinic space group P1-bar with cell constants a = 0.7352(2) nm, b = 0.9936(2) nm, c = 1.6301(4) nm, α = 91.21(2)°, β = 92.05(2)°, γ = 106.55(2)°, V = 1.1401(5) nm~3, Z = 1, D_c = 1.517 g/cm~3, μ = 0.566 mm~(-1), F(000) = 545, R = 0.0482, wR = 0.0806. The molecular sructure of 2 is centrosymmetrical. Co(II) is the symmetry center of 2 and octahedrally coordinated by six water molecules, of which the average Co-O bond length is 0.2060 nm. 7-Methoxy-4'-hydroxyisoflavone-3'-sulfonate anion, the six-coordinated Co(II) cation and the crystalline water molecules are linked through hydrogen bonds to form and infinite three- dimensional network. It should also be pointed out that these hydrogen bonds (and/or interaction) not only connect the cations and anions together to form a 3D-network structure, but also play a very important role in the formation, stabilization and crystallization of 2.

Key words: GLYCINE MAX, ISOFLAVONOID, SULFONIC ACID P, CRYSTAL STRUCTURE, THREE DIMENSIONAL STRUCTURE

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