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

Abstract

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, D_c =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

CLC Number:

O611.6

TrendMD:

YAN Xi, WU Fu-Li, LIU Yun, LI Jia-Mian, ZHENG Ze-Bao, YAN Hui-Qing, SI Shu-Feng. Synthesis, Crystal Structure and Properties of Trisodium 5,3',5'-Trisulfonate-2,3,4,4'-tetrahydroxy-deoxybenzoin[J]. Chem. J. Chinese Universities, 2005, 26(9): 1598.

References

[1] SHAO G uo-X ian(邵国贤),M O R uo-Y ing(莫若莹),W ANG Cun-Y ing(王存英)etal.A cta Pharm.S in ica(药学学报)[J],1980,15:538-547 [2] ZHOU Y un(周耘),WAN W ei-Q in(万维勤),ZHANG W ei-D ong(张卫东)etal..Ch in.J.M ed.Chem.(中国药物化学杂志)[J],2000,10:177-180 [3] N orm an R.F.,A udrey S.B.,G eoffrey A.C..J.Pharm.Sci.[J],1975,64:717-754 [4] R ichard A.D.,D aneel F..Phytochem is try[J],2002,60:205-211 [5] R akesh P.P.,Brend a J.B.,Jack H.C.etal..Free R ad.i B io.M ed.[J],2001,31:1570-1572 [6] LIU Q ian-G uang(刘谦光),ZHAN G Zun-T ing(张尊听),XU E D ong(薛东).Ch em J.Ch inese U n iversit ies(高等学校化学学报)[J],2003,24(5):820-825 [7] S eiji Sh inkai.,Seiich iM or.i,H irosh i K oreish i etal.J.Am.C hem.Soc.[J],1986,108:2409-2416 [8] N obuh iko Iki.,Toyoh isa Fu jmi oto,SotaroM iyano.C hem.Let.t[J],1998,8:625-626 [9] Sheldrick G.M..SHELXS97 and SHELXL97[CP],U n ivers ity of G&ot tinggen,1997 [10] HUANG Zu-Y un(黄祖云),CA I R u-X iu(蔡汝秀),X IA O Y ing-Q in(肖颖歆)etal.Ch in..JA pp.l Chem.(应用化学)[J],1997,14:36-39 [11] H erbert O.H.,Ed ith F.,N orton P.P..J.O rg.Chem.[J],1971,36(16):2371-2375 [12] LIU X iao-Lan(刘小兰),ZHA O R u(赵茹),L IU X iao-H ong(刘晓红)etal..A cta Ch im.S in ica(化学学报)[J],2003,61(4):578-583 [13] DENG W u G uo(邓务国).M.S.Th es is[D],Pek ing U n iversity,Beijing,1997 [14] WANG Q u an-L in(王全林),LIU Zh i-H ong(刘志洪),CA I R u-X iu(蔡汝秀)etal..A cta Ch mi ica S in ica(化学学报)[J],2003,61(1):34-39 [15] A nbarM.,M eyerstein D.,N eta P..J.Phys.Chem.[J],1966,70:2660-2664 [16] DONG Sh e-Y ing(董社英),ZH ENG J ian-B in(郑建斌),GA O H ong(高鸿).A cta Ch mi ica S in ica(化学学报)[J],2003,61(4):487-494 [17] G eissman T.A.,Friess S.L..J.Am.Chem.S oc.[J],1949,71:3893-3902

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