Issue 5, 2016

Design and synthesis of pyridine-pyrazole-sulfonate derivatives as potential anti-HBV agents

Abstract

Hepatitis B virus (HBV) is an infectious disease, which can cause acute and chronic infections. Every year, over 7.5 million persons die due to HBV. No effective drug exists for the treatment of HBV. Thus, we designed and synthesized 16 new pyridine-pyrazole-sulfonate compounds containing pyridine-SCH2-pyrazole and pyridine-pyrazole derivatives. Their structures were characterized by 1H-NMR, 13C-NMR, IR, mass spectroscopy, and high performance liquid chromatography. All the compounds were evaluated for their anti-HBV activities and a structure–activity relationship (SAR) in HepG2 2.2.15 cells was established. We found that the pyridine-pyrazole derivatives could inhibit the HBV gene expression and viral DNA replication. Among these compounds, 2-[3-(2-nitrophenylsulfonyl)oxy-5-pyrazol-yl]pyridine 19d has shown the most potent inhibitory activity with an IC50 value of 9.19 μM and high selectivity index, SI (TC50/IC50) of 35.46. Hence, we believe our compounds could serve as a potential lead compounds for anti-HBV drug development.

Graphical abstract: Design and synthesis of pyridine-pyrazole-sulfonate derivatives as potential anti-HBV agents

Supplementary files

Article information

Article type
Research Article
Submitted
07 Jan 2016
Accepted
23 Jan 2016
First published
28 Jan 2016

Med. Chem. Commun., 2016,7, 832-836

Design and synthesis of pyridine-pyrazole-sulfonate derivatives as potential anti-HBV agents

H. Chuang, L. S. Huang, M. Kapoor, Y. Liao, C. Yang, C. Chang, C. Wu, J. R. Hwu, T. Huang and M. Hsu, Med. Chem. Commun., 2016, 7, 832 DOI: 10.1039/C6MD00008H

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