Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (5): 820.

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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

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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