Chinese Journal of Organic Chemistry >
Design, Synthesis and Anti-HIV-Reverse Transcriptase Activity of Novel Diaryl Thiazolindin-4-one Derivatives Possessing Amide Linkage on N-3 Position
Received date: 2015-09-30
Revised date: 2015-12-02
Online 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.
Chen Hua , Shao Jie , Zhu Mo , Li Xiaoliu . Design, Synthesis and Anti-HIV-Reverse Transcriptase Activity of Novel Diaryl Thiazolindin-4-one Derivatives Possessing Amide Linkage on N-3 Position[J]. Chinese Journal of Organic Chemistry, 2016 , 36(3) : 527 -532 . DOI: 10.6023/cjoc201509043
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