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大豆苷元磷酰化产物的结构确定 被引量：5

The Phosphorylation Reaction between Daidzein and Di-isopropyl Phosphite Studied by NMR and ESI-MS/MS
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摘要 将二烷基亚磷酸酯和四氯化碳混合液滴加到由大豆苷元,N,N-二甲基甲酰胺,三乙胺组成的混合液中,结果表明在该条件下大豆苷元和二烷基亚磷酸酯发生了磷酰化反应,利用核磁共振(NMR)技术,确认单磷酰化大豆苷元为7-二烷基大豆苷元磷酸酯,证明了大豆苷元的7-位羟基在磷酰化反应过程中较4′-位羟基具有更高的反应活性,其目标化合物的结构进一步被电喷雾质谱(ESI-MS/MS),特别是X-ray晶体衍射结果所证实. The Atheron-Todd reaction has been used extensively for synthesis of phosphates and phosphoroamidates. In this study, we showed that daidzein can be phosphorylated by a modified Atheron-Todd procedure in which dialkyl phosphite and tetrachloromethane mixture was dropped into a mixed solution of daidzein, trithylamine and DMF. The reaction product was obtained with good yield, whose structure was determined by NMR, ESI-MS and X-ray crystallography.
作者 陈晓岚 石晓娜 屈凌波 袁金伟 卢建莎 赵玉芬
机构地区 河南省化学生物与有机化学重点实验室
出处 《波谱学杂志》 CAS CSCD 北大核心 2007年第1期85-90,共6页 Chinese Journal of Magnetic Resonance
基金 国家自然科学基金资助项目(20472076) 河南省杰出青年科学基金资助项目(0512001400) 河南省创新人才工程资助项目
关键词 NMR ESI—MS 大豆苷元 磷酰化 X—ray晶体衍射 NMR, ESI-MS, daidzein, phosphorylation, X-ray crystallography
分类号 O627.51 [理学—有机化学]
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参考文献13

  • 1Wang H Z,Zhang Y,Xie L P,et al.Effects of genistein and daidzein on the cell growth,cell cycle,and differentiation of human and murine melanoma cellsl[J].J Nutr Biochem,2002,13:421-426.
  • 2Li W,Weber G.Synergistic action of tiazofurin and genistein on growth inhibition and differentiation of K562 human leukemic cells[J].Life Sci,1999,22:1975-1981.
  • 3Shao Z M,Wu J,Shen Z Z,et al.Genistein exerts multiple suppressive effects on human breast carcinoma cells[J].Cancer Res,1998,58:4851-4857.
  • 4Balabhadrapathruni S,Thomas T J,Yurkow E J,et al.Effects of genistein and structurally related phytoestrogens on cell cycle kinetics and apoptosis in MDAMB-468 human breast cancer cells[J].Oncol Rep,2000,1:3-12.
  • 5Zhou J R,Gugger E T,Tanaka T,et al.Soybean phytochemicals inhibit the growth of transplantable human prostate carcinoma and tumor angiogenesis in mice[J].J Nutr,1999,129:1628-1635.
  • 6Choi Y H,Lee W H,Park K Y,et al.P53-independellt inductionof p21(WAFl/CIPl),reduction of cyclin Bl and G2/M arrest bythe isoflavone genistein in human prostate carcinoma cells[J].Jpn J Cancer Res,2000,2:164-173.
  • 7Yu J T,Cheng Y,Xie L P,et al.Effect of genistein and daidzein on membrane characteristics of HCT cells[J].Nutr Cancer,1999:33100-33104.
  • 8Simon Jones,Steven M.An improved method for lewis acid catalyzed phosphoryl transfer with ti(t-BuO)4[J].J Org Chem,2003,68:5211-5216.
  • 9LiYF(李永福) JiQE(纪庆娥).Synthesis of 2-amino.isoflavones(2-氨基异黄酮化合物的合成).药学学报,1987,22:655-660.
  • 10Cheng E,Yoder L,Story C D,et al.Estrogenic activity of some isoflavone derivatives[J].Science,1954,120:575-576.

二级参考文献12

  • 1[2]Meng, Q.-H.; Philip, L.; Kristiina, W. Biochim. Biophys. Acta 1999, 1438, 369.
  • 2[3]Tlkkanen, M. J.; Wahala, K.; Ojala, S.; Vihtna, V.;Adletcteutr, H. Proc. Nad. Acad. Sci. U. S. A. 1998,95, 3106.
  • 3[4]Guo, J.-P.; Sun, Q.-R.; Zhuo, Q. Chinese Traditional and Herbal Drugs 1995, 26, 163 (in Chinese).(郭建平,孙其荣,周全,中草药,1995,26,163.)
  • 4[5]Miksieek, R. J. Mol. Pharm. 1993, 44, 37.
  • 5[6]Emi, S.; Masayoshi, Y. Biochem. Pharmacol. 2000, 59, 471.
  • 6[8]Sarhyyamoonhy, N.; Wang, T. T. Y. Eur. J. Cancer 1997, 14,2384.
  • 7[9]Jing, Y.-K.; Nakaya, K.; Han, R. Anticancer Res. 1993, 13, 1049.
  • 8[13]Daigo, K.; Nakaba, Y. JP 7 232 074, 1972 [ Chem. Abstr. 1973, 78, 4125 ]; JP 7 248 387, 1972 [ Chem. Abstr. 1973, 78, 97484 ]; JP 7 246 067, 1972 [ Chem. Abstr. 1973, 78, 97483 ]; JP 7 310 076, 1973 [ Chem. Abstr. 1973, 78, 124448].
  • 9[14]Edmund, C.; Yoder, L; Charles, D. S. Science 1954, 120, 575.
  • 10[15]lwao. Y.; Yoichi, S. EP 136 659, 1985 [ Chem. Abstr. 1985, 103, 72549 ]; EP 146 992, 1983 [ Chem. Abstr. 1986, 104, 5774].

共引文献18

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引证文献5

二级引证文献8

波谱学杂志
2007年 第1期

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