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

  • Bioorg Med Chem Lett. 2012 Dec 1;22(23):7092-6. doi: 10.1016/j.bmcl.2012.09.079.
Attila Sipos  1 ,  Zsolt Török ,  Erzsébet Rőth ,  Attila Kiss-Szikszai ,  Gyula Batta ,  Ilona Bereczki ,  Zsolt Fejes ,  Anikó Borbás ,  Eszter Ostorházi ,  Ferenc Rozgonyi ,  Lieve Naesens ,  Pál Herczegh
Affiliations
  • 1. Department of Pharmaceutical Chemistry, Medical and Health Science Center, University of Debrecen, Egyetem tér 1, H-4010 Debrecen, Hungary. [email protected]
PMID: 23099097 DOI: 10.1016/j.bmcl.2012.09.079
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.