Bioorganic & Medicinal Chemistry Letters 2012-12-01

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

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

Index: Bioorg. Med. Chem. Lett. 22(23) , 7092-6, (2012)

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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.Copyright © 2012 Elsevier Ltd. All rights reserved.

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