Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents

Y. P. Huang, H. P. Shih, Y. C. Liang, H. H. Lin, M. C. Lin, C. W. Chen, T. J. Huang, Y. C. Kuo, C. C. Han, Ming-Hua Hsu

Research output: Contribution to journalArticle

Abstract

Hepatitis B virus (HBV) infection causes serious liver diseases, and the development of effective drugs for chronic hepatitis B treatment remains an important step towards the eradication of HBV worldwide. Recently, our group designed paeonol-phenylsulfonyl derivatives and found that the compound 2-acetyl-5-methoxyphenyl 4-methoxybenzenesulfonate (6f) had the most potent antiviral effect against HBV, with an IC50 value of 0.36 μM and a high selectivity index (SI; TC50/IC50) of 47.75. In this research, we modified compound 6f with a 2-aminothiazole scaffold and generated 13 novel paeonol derivatives by utilizing various benzoyl and acyl chlorides. Among this new generation, compound 2-(2-benzamidothiazol-4-yl)-5-methoxyphenyl 4-methoxybenzenesulfonate (8a) showed the highest SI value of 59.14 which exceeds those of compound 6f and lamivudine (3TC), a commercially available antiviral drug. Hence, we believe that our studies may offer some useful information for the development of antiviral medicines.

Original languageEnglish
Pages (from-to)43556-43562
Number of pages7
JournalRSC Advances
Volume6
Issue number49
DOIs
Publication statusPublished - 2016 Jan 1

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Viruses
Antiviral Agents
Lamivudine
Derivatives
Scaffolds
Liver
Medicine
Chlorides
Pharmaceutical Preparations
paeonol

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Chemical Engineering(all)

Cite this

Huang, Y. P., Shih, H. P., Liang, Y. C., Lin, H. H., Lin, M. C., Chen, C. W., ... Hsu, M-H. (2016). Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents. RSC Advances, 6(49), 43556-43562. https://doi.org/10.1039/c6ra06119b
Huang, Y. P. ; Shih, H. P. ; Liang, Y. C. ; Lin, H. H. ; Lin, M. C. ; Chen, C. W. ; Huang, T. J. ; Kuo, Y. C. ; Han, C. C. ; Hsu, Ming-Hua. / Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents. In: RSC Advances. 2016 ; Vol. 6, No. 49. pp. 43556-43562.
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Huang, YP, Shih, HP, Liang, YC, Lin, HH, Lin, MC, Chen, CW, Huang, TJ, Kuo, YC, Han, CC & Hsu, M-H 2016, 'Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents', RSC Advances, vol. 6, no. 49, pp. 43556-43562. https://doi.org/10.1039/c6ra06119b

Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents. / Huang, Y. P.; Shih, H. P.; Liang, Y. C.; Lin, H. H.; Lin, M. C.; Chen, C. W.; Huang, T. J.; Kuo, Y. C.; Han, C. C.; Hsu, Ming-Hua.

In: RSC Advances, Vol. 6, No. 49, 01.01.2016, p. 43556-43562.

Research output: Contribution to journalArticle

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Huang YP, Shih HP, Liang YC, Lin HH, Lin MC, Chen CW et al. Advanced generation of paeonol-phenylsufonyl derivatives as potential anti-HBV agents. RSC Advances. 2016 Jan 1;6(49):43556-43562. https://doi.org/10.1039/c6ra06119b