Synthesis and evaluation of benzoquinolinone derivatives as SARS-CoV 3CL protease inhibitors

Tae Young Ahn, Chih Jung Kuo, Hun Ge Liu, Deok-Chan Ha, Po Huang Liang, Young Sik Jung

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

For the discovery of new antivirals against Severe Acute Respiratory Syndrome-coronavirus (SARS-CoV), we prepared and evaluated several benzoquinoline compounds as its 3C-like protease (3CLpro) inhibitors. Based on the computer modeling study that each of the two rigid benzoquinolinone and N-phenoltetrazole moieties of the compound 1 is bound to the S1 and S2 sites, respectively, of the SARS protease by forming H-bonds and hydrophobic interactions, we designed and synthesized alkylated benzoquinolines at both the sites of the hydroxyl groups. We found that the compound 2a showed five times higher inhibiting activity against the 3CLpro compared to the compound 1.

Original languageEnglish
Pages (from-to)87-91
Number of pages5
JournalBulletin of the Korean Chemical Society
Volume31
Issue number1
DOIs
Publication statusPublished - 2010 Jan 1

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Protease Inhibitors
Peptide Hydrolases
Derivatives
Hydroxyl Radical
Antiviral Agents

Keywords

  • 3C protease
  • Benzoquinoline
  • Computer modeling
  • Coronavirus
  • Picornavirus

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis and evaluation of benzoquinolinone derivatives as SARS-CoV 3CL protease inhibitors. / Ahn, Tae Young; Kuo, Chih Jung; Liu, Hun Ge; Ha, Deok-Chan; Liang, Po Huang; Jung, Young Sik.

In: Bulletin of the Korean Chemical Society, Vol. 31, No. 1, 01.01.2010, p. 87-91.

Research output: Contribution to journalArticle

Ahn, Tae Young ; Kuo, Chih Jung ; Liu, Hun Ge ; Ha, Deok-Chan ; Liang, Po Huang ; Jung, Young Sik. / Synthesis and evaluation of benzoquinolinone derivatives as SARS-CoV 3CL protease inhibitors. In: Bulletin of the Korean Chemical Society. 2010 ; Vol. 31, No. 1. pp. 87-91.
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