Acta Chimica Sinica ›› 2001, Vol. 59 ›› Issue (10): 1633-1638. Previous Articles     Next Articles

Original Articles

分化诱导剂的合成及晶体结构

宋相志;刘广;杨屹;沈丽春;章士伟   

  1. 北京大学物理化学研究所.北京(100871)
  • 发布日期:2001-10-15

Synthesis and crystal structures of cancer cell differentiation inducers

Song Xiangzhi;Liu An;Yang Yi;Shen Lichun;Zhang Shiwei   

  1. Beijing Univ, Inst Phys Chem.Beijing(100871)
  • Published:2001-10-15

Four effective differentiation inducers, the derivatives of HMBA, N, N, N', N'-tetracetylhexamethylenediamine, N, N'-hexamethylenebis (3- pyridinecarboxamide), 4,4'-(hexane-1, 6-diyl)bis(piperazine-2,6-dione) and 3,3'-(hexane-1,6-diyl) bis (5,5-dimethylhydantoin), have been synthesized and identified by MS, NMR, IR and elemental analysis. The synthetic methods and routes have been optimized. The anticancer activity of 4,4'-(hexane-1,6-diyl)bis(piperazine-2,6-dione) against human erythroleukemia K562 cells was tested and its potency is ten times greater than ICRF-154[4,4'-(ethane-1,2-diyl)bis (piperazine- 2, 6-dione)].The structure of compound Ⅳ was determined by single crystal X-ray diffraction and compared with compoundsⅠ,Ⅱ, Ⅲ. In the structures of these compounds, the hexamethylene chain is fully extended, which can increase the flexibility of the molecule. There are hydrogen bonds in compounds Ⅱ,Ⅲ,Ⅳ. It is found that the hydrogen bonds and the ring structure of the functional groups can influence the activity of the compounds.

Key words: CRYSTAL STRUCTURE, ANTINEOPLASTIC ACTIVITY, ELEMENTAL ANALYSIS, MASS SPECTROGRAPHY, NMR SPECTROMETRY, PIPERAZINE P, HEXANE P

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