Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (12): 2052-2060. Previous Articles     Next Articles

Full Papers

硝基或氯代Blebbistatin化合物的合成

孙兴芳,陈长宝,庄园,周杰*   

  1. (山东农业大学化学与材料科学学院 泰安 271018)
  • 收稿日期:2011-03-19 修回日期:2011-05-17 发布日期:2011-07-15
  • 通讯作者: 周杰 E-mail:zhoujie@sdau.edu.cn

Synthesis of Nitro- or Chloro-substitutional Bleb-bistatin Compounds

SUN Xing-Fang, CHEN Chang-Bao, ZHUANG Yuan, ZHOU Jie   

  1. (College of Chemistry and Material Science, Shandong Agricultural University, Taian 271018)
  • Received:2011-03-19 Revised:2011-05-17 Published:2011-07-15

Using 2-amino-5-nitro-benzoic acid or 4-chloro-benzoic acid and 1-phenyl-2-pyrrolidinone as initial materials, two new blebbistatin compounds, 3a-hydroxy-6-nitro-1-phenyl-1,2,3,3a-tetrahydropyr- rolo[2,3-b]quinolin-4-one and 3a-hydroxy-7-chloro-1-phenyl-1,2,3,3a-tetrahydro-pyrrolo[2,3-b]quinolin- 4-one, were synthesized through four steps, including esterification, imine synthesis, cyclization and asymmetric synthesis. Their structures were confirmed by IR, 1H NMR techniques and elemental analysis. The single crystals of some important intermediates were determined. Their optical properties were prelimi-narily studied, and it was discovered that the UV-vis absorption and fluorescence emission intensities of the new compounds were higher than the compounds reported previously.

Key words: blebbistatin, synthesis, UV-vis absorption spectra, fluorescence emission spectra