高等学校化学学报 ›› 2005, Vol. 26 ›› Issue (9): 1598.

• 研究论文 • 上一篇    下一篇

5,3',5'-三磺酸基-2,3,4,4'-四羟基脱氧安息香三钠盐的合成、晶体结构及性质研究

延玺, 吴福丽, 刘芸, 李加冕, 郑泽宝, 闫会卿, 司书峰   

  1. 北京师范大学化学系, 北京100875
  • 收稿日期:2005-01-18 出版日期:2005-09-10 发布日期:2005-09-10
  • 基金资助:

    国家自然科学基金(批准号:20271008);北京市重点学科基金;北京师范大学放射性药物化学教育部重点实验室基金(批准号:0503)资助.

Synthesis, Crystal Structure and Properties of Trisodium 5,3',5'-Trisulfonate-2,3,4,4'-tetrahydroxy-deoxybenzoin

YAN Xi, WU Fu-Li, LIU Yun, LI Jia-Mian, ZHENG Ze-Bao, YAN Hui-Qing, SI Shu-Feng   

  1. Department of Chemistry, Beijing Normal University, Beijing 100875, China
  • Received:2005-01-18 Online:2005-09-10 Published:2005-09-10

摘要: 合成了水溶性很好的5,3',5'-三磺酸基-2,3,4,4'-四羟基脱氧安息香三钠盐(TTDB),采用IR、UV、1HNMR和元素分析对其结构进行了表征,并利用X射线单晶衍射仪测定了该化合物的晶体结构.使用荧光光谱法检测了化合物对羟基自由基的清除作用.用循环伏安法探讨了化合物的电化学性质.实验结果表明,5,3',5'-三磺酸基-2,3,4,4'-四羟基脱氧安息香三钠盐[C14H17Na3O18S3]属于单斜晶系,空间群C2/c,a=1.4223(4)nm,b=2.4327(8)nm,c=1.3596(4)nm,α=90°,β=113.044(5)°,γ=90°,Z=8,V=4.329(2)nm3,Dc=1.925Mg/m3,F(000)=2568,Mr=627.43,R1=0.0950,wR2=0.2648.TTDB的抗羟基自由基的氧化作用优于其相应的脱氧安息香THDB,前者清除羟基自由基的半数有效浓度(EC50)为47.3μmol/L,而后者的EC50则为53.1μmol/L.电化学研究结果表明,THDB和TTDB的氧化还原过程有所差异,前者负扫时在-1.016和-1.228V处出现两个还原峰,正扫时在0.219V处出现一个氧化峰,但后者负扫时仅在-0.999V出现一个还原峰,正扫时在0.193V出现一个氧化峰.

关键词: 5, 3', 5'-三磺酸基-2, 3, 4, 4'-四羟基脱氧安息香三钠盐, 晶体结构, 抗氧化, 循环伏安法

Abstract: A new water soluble compound trisodium 5,3',5'-trisulfonate-2,3,4,4'-tetrahydroxy-deoxybenzoin(TTDB) was synthesized and characterized by IR, UV, 1H NMR, and elemental analysis. Single crystals of(TTDB) was determined by X-ray single crystal diffraction. The scavenging effect of compounds on hydroxy radicals was detected by fluorescent spectrophotometry. The electrochemistry behavior of the compounds in non-aqueous solution DMF was carried out by means of cyclic voltammetry. The experimental result shows that the crystal [C14H17Na3O18S3] belongs to monoclinic space group C2/c with unit cell constants a={1.422 3(4) nm,} b=2.432 7(8) nm, c=1.359 6(4) nm, β=113.044(5)°, Z=8, V=4.329(2) nm3, Dc =1.925 Mg/m3, F(000)=2 568, M-r=638.43, R1=0.095 0, wR2=0.264 8. The half effective concentration EC50 of scanvenging hydroxy radicals of compounds THDB and TTDB are 53.1 and 47.3 μmol/L, respectively. The electrochemistry redox processes of THDB and TTDB are different.

Key words: Trisodium-5,3',5'-trisulfonate-2,3,4,4'-tetrahydroxy-deoxybenzoin, Crystal structure, Antioxidation, Cyclic voltammetry

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