Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (4): 756-760.DOI: 10.6023/cjoc201311037 Previous Articles     Next Articles



陈华, 黄长军, 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:2013-11-21 修回日期:2013-12-13 发布日期:2013-12-23
  • 通讯作者: 李小六,陈华;
  • 基金资助:

    国家自然科学基金(No. 21372060)、河北省自然科学基金石药集团医药联合基金(No. B2012201113)和河北省教育厅自然科学基金(No. Y2011119)资助项目

Synthesis and Anti-HIV-RT Activity of Novel Thiazolindin-4-one Derivatives Possessing Hydrophilic Groups

Chen Hua, Huang Changjun, Zhu Mo, Li Xiaoliu   

  1. Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002
  • Received:2013-11-21 Revised:2013-12-13 Published:2013-12-23
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21372060), the Medicinal Joint Funds of the Natural Science Foundation of Hebei Province and Shijiazhuang Pharmaceutical Group (CSPC) Foundation (No. B2012201113), and the Natural Science Foundations of Education Department of Hebei Province (No. Y2011119).

A series of thiazolidin-4-one derivatives possessing ester were synthesized under microwave irradiation, and then the corresponding products with hydrophilic groups, like carboxyl and hydroxyl groups, were obtained after hydrolysis reaction or reduction reaction. The compounds were evaluated for their human immunodeficiency virus (HIV) reverse transcriptases inhibitory activities in vitro HIV-RT kit assay (colorimetric method). The results showed that some of the compounds, such as 8a, 8b, 9a, 9b and 14c, could effectively inhibit RT activity. Among them, compounds 8a and 9a where ethyl group existed at 5-position on N-3 pyrimidine ring were the best ones with the IC50 values of 3.02 and 3.06 μmol·L-1, respectively. Structure activity relationship analysis of these analogues suggested that the introduction of hydrophilic groups had little effect on their anti-HIV-RT activity and the N-3 pyrimidine moiety on thiazolidin-4-one ring should be more favorable to the anti-HIV activity than the C-2 phenyl group.

Key words: thiazolidin-4-one, anti-HIV-RT activity, hydrophilic group, microwave irradiation