高等学校化学学报

高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (5): 820.

• 论文 • 上一篇    下一篇

大豆苷元磺化物的合成、晶体结构及活性研究

刘谦光, 张尊听, 薛东   

  1. 陕西师范大学化学与材料科学学院, 西安 710062
  • 收稿日期:2002-04-25 出版日期:2003-05-24 发布日期:2003-05-24
  • 通讯作者: 刘谦光(1938年出生),男,教授,主要从事有机分析研究.E-mail:LQGGsnnu.edu.cn E-mail:LQGGsnnu.edu.cn
  • 基金资助:

    陕西省科学技术研究发展计划攻关项目(批准号:2001K11-G5)资助

Synthesis, Crystal Structure and Activity of Sul fated Daidzein

LIU Qian-Guang, ZHANG Zun-Ting, XUE Dong   

  1. College of Chemistry and Materials Science, Shaanxi Normal University, Xi'an 710062, China
  • Received:2002-04-25 Online:2003-05-24 Published:2003-05-24

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被引次数

94

摘要： 对大豆苷元进行结构修饰和改性,利用磺化反应合成出强水溶性异黄酮新化合物大豆苷元磺酸钠,采用IR,MS和单晶X射线衍射法对其进行了表征和晶体结构测定,大豆苷元磺酸钠(C30H36Na2O23S2)属三斜晶系,空间群P1,a=0.6948(14)nm,b=1.3277(3)nm,c=2.0401(4)nm,α=105.16(3)°,β=90.75(3)°,γ=92.73(3)°,V=1.8138(6)nm3,Z=2,μ=0.266mm-1,F(000)=908,大豆苷元磺酸钠的晶体结构中包含大豆苷元磺化物异构体4′,7-二羟基异黄酮-3′-磺酸钠和4′,7-二羟基异黄酮-5′-磺酸钠及9分子水,配位水氧原子与钠离子配位在晶体内部形成一维聚合钠离子直链,该钠离子链将两种大豆苷元磺酸钠异构体及分子水联结在一起,形成空间网状结构,对于大豆苷元磺酸钠晶体结构的形成和稳定起了重要的作用,生理活性实验结果表明,大豆苷元磺酸钠的抗缺氧缺血作用明显优于大豆苷元.

关键词: 大豆苷元, 大豆苷元磺酸钠, 晶体结构, 抗缺氧缺血

Abstract: The isoflavonc compound-daidzein has the biological activities of resistance to hypoxia andanoxemia. In this paper, the structure of daidzein was modified by sulfonation reaction. Sodium 4', 7-bi-hydroxylisoflavone-sulfonate(1), the water-solubility derivatives of daidzein were synthesized. Compound 1 was identified by the method of IR and MS. Its biological activities of resistance to hypoxia and anoxemia were tested, the result showed that the biological activities of resistance to hypoxia and anoxemia of compound 1 was better than that of daidzein. The crystal of compound 1 crystallizes in a triclinic space group P1with cell constants, a=0. 6948(14) nm, b=1. 3277(3) nm, c=2. 0401(4) nm, a=105. 16(3), β=90. 75(3)° γ=92. 73(3)% V=1. 8138(6) nm3, Z=2, μ=0. 266 mm-1, F(000)=908. There arc nine coordinated water molecules and two kinds of sodium 4', 7-bihydroxylisoflavone-sulfonate isomer in the crystal of compound 1, one is sodium 4',7-bihydroxylisoflavone-3'-sulfonate and the other is sodium 4',7-bihydroxylisoflavone-5'-sulfonate. It should also be pointed out that one dimension polymer chains of Na+existed in the crystal structure of compound 1, they not only connected the cations and anions together to form 3D-network structure, but also play a very important role in the formation, the stability and the crystallization of compound 1.

Key words: Daidcin, Sodium 4', 7-bihydroxylisoflavone-sulfonate, Crystal structure, Resistance to hypox-ia and anoxemia

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