Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (6): 1235-1239.DOI: 10.6023/cjoc201308034 Previous Articles     Next Articles



力瓦依丁·买合苏提a, 穆赫塔尔·伊米尔艾山a, 麦麦提依明·马合木提a, 萨特瓦尔迪·赫力力a, 刘华君b   

  1. a. 新疆大学化学与化工学院 乌鲁木齐 830046;
    b. 新疆农业科学院经济作物研究所 乌鲁木齐 830091
  • 收稿日期:2013-10-07 修回日期:2014-01-06 发布日期:2014-02-12
  • 通讯作者: 穆赫塔尔·伊米尔艾山
  • 基金资助:
    新疆维吾尔自治区自然科学基金(No. 200421126)、国家自然科学基金(No. 21062019)资助项目.

Synthesis and Bioactivity of Monocyclic β-Lactams and 4-Thiazolidinones Derivatives Containing Acridinyl

Mahsud Liwayidina, Imerhasan Mukhtara, Mahmud Muhammad Amina, Helil Setiwaldia, Liu Huajunb   

  1. a. College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046;
    b. Institute of Industrial Crops, Xinjiang Academy of Agricultural Sciences, Urumqi 830091
  • Received:2013-10-07 Revised:2014-01-06 Published:2014-02-12
  • Supported by:
    Project supported by the Natural Science Foundation of Xinjiang Uyghur Autonomous Region (No. 200421126) and the National Natural Science Foundation of China (No. 21062019).

In this paper, 1-aryl-3-substituted-4-(9-acridinyl)azetidin-2-one derivatives L1L6 and 2-(9-acridinyl)- 3-aryl-1,3-thiazolidin-4-one derivatives T1T3 were synthesized through [2+2] cycloaddition reaction and cyclocondensation reaction of N-(p-substitutedaryl)-C-(9-acridinyl)formaldimines Schiff base with ketene, which in situ generated from chloroacetyl chloride and benzyloxyacetyl chloride in the presence of triethylamine, and mercaptoacetic acid. The synthesized compounds have also been screened in vitro anticancer activities and the leukocyte common antigen activities. The results showed that the inhibitory activity of compound L4 is 79.4% on human tumor cell HL-60 (Leucocythemia), at the test concentration of 10 μmol/L. The inhibitory activities of compounds L5, L6 and T3 on Cdc25B (Cell division cycle 25B) phosphatase are 80.64%, 99.75% and 99.34% at the test concentration of 20 μg/mL, respectively. The inhibitory activities of compounds L6 and T3 on CD45 (leukocyte common antigen, LCA) protein tyrosine phosphatase A are 86.12% and 91.03% at the test concentration of 20 μmol/mL, respectively. The structure-activity relationship of these compounds was investigated on the bases of bioassay experimental results of these compounds.

Key words: acridinyl, beta-lactam, thiazolidinone, synthesis, biological activity