Synthesis of isoindole and benzoisoindole derivatives of teicoplanin pseudoaglycon with remarkable antibacterial and antiviral activities

Attila Sipos, Zsolt Török, Erzsébet Roth, Attila Kiss-Szikszai, Gyula Batta, Ilona Bereczki, Zsolt Fejes, Anikó Borbás, Eszter Ostorházi, Ferenc Rozgonyi, Lieve Naesens, Pál Herczegh

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The primary amino function of teicoplanin pseudoaglycon has been transformed into arylthioisoindole or benzoisoindole and glycosylthioisoindole derivatives, in a reaction with o-phthalaldehyde or naphtalene-2,3- dicarbaldehyde and various thiols. All of the obtained semisynthetic antibiotics exhibited potent antibacterial activities against Gram-positive bacteria in the ng per ml concentration range. A few of them showed antiviral activity, in particular against influenza virus.

Original languageEnglish
Pages (from-to)7092-7096
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume22
Issue number23
DOIs
Publication statusPublished - Dec 1 2012

Keywords

  • Antibacterial
  • Antiviral
  • Influenza
  • Isoindole
  • Pseudoaglycon
  • Teicoplanin

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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