Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (3): 527-532.DOI: 10.6023/cjoc201509043 Previous Articles     Next Articles



陈华, 邵洁, 朱墨, 李小六   

  1. 河北大学化学与环境科学学院 河北省化学生物学重点实验室 保定 071002
  • 收稿日期:2015-09-30 修回日期:2015-12-02 发布日期:2015-12-07
  • 通讯作者: 陈华, 李小六;
  • 基金资助:

    国家自然科学基金(No. 21372060)、河北省自然科学杰出青年基金(培育)(No. B2015201005).

Design, Synthesis and Anti-HIV-Reverse Transcriptase Activity of Novel Diaryl Thiazolindin-4-one Derivatives Possessing Amide Linkage on N-3 Position

Chen Hua, Shao Jie, Zhu Mo, Li Xiaoliu   

  1. Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002
  • Received:2015-09-30 Revised:2015-12-02 Published:2015-12-07
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21372060), the Hebei Province Natural Science Fund for Distinguished Young Scholars (Incubation) (No. B2015201005).

A series of thiazolidin-4-one derivatives possessing ester were synthesized under microwave irradiation using amino acid ester as starting material. After ester hydrolysis reaction and amide condensation reaction, the aimed diaryl thiazolindin-4-one derivatives possessing amide linkage on N-3 position were obtained. The compounds were evaluated for their human immunodeficiency virus (HIV-1) reverse transcriptase (RT) inhibitory activities in vitro HIV-1 RT kit assay (colorimetric method). The results showed that some of the compounds, such as 5bb, 5bc, 5cb, and 5cc could effectively inhibit RT activity with the IC50 values of 4.15, 3.53, 4.61 and 4.06 μmol/L, respectively. Structure activity relationship analysis of these analogues suggested that the introduction of two carbons side chain on N-3 position and lipophilic group like methyl group should be favorable to their anti-HIV-RT activitives.

Key words: thiazolidin-4-one, anti-HIV-RT activity, lipophilic group, flexible side chain, amide bond