title: Synthesis of isoindole and benzoisoindole derivatives of teicoplanin pseudoaglycon with remarkable antibacterial and antiviral activities.
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.
authors.affiliation: Department of Pharmaceutical Chemistry, Medical and Health Science Center, University of Debrecen, Egyetem tér 1, H-4010 Debrecen, Hungary. sipos.attila@pharm.unideb.hu
authors.forename: Attila
authors.initials: A
authors.lastname: Sipos
authors.forename: Zsolt
authors.initials: Z
authors.lastname: Török
authors.forename: Erzsébet
authors.initials: E
authors.lastname: Rőth
authors.forename: Attila
authors.initials: A
authors.lastname: Kiss-Szikszai
authors.forename: Gyula
authors.initials: G
authors.lastname: Batta
authors.forename: Ilona
authors.initials: I
authors.lastname: Bereczki
authors.forename: Zsolt
authors.initials: Z
authors.lastname: Fejes
authors.forename: Anikó
authors.initials: A
authors.lastname: Borbás
authors.forename: Eszter
authors.initials: E
authors.lastname: Ostorházi
authors.forename: Ferenc
authors.initials: F
authors.lastname: Rozgonyi
authors.forename: Lieve
authors.initials: L
authors.lastname: Naesens
authors.forename: Pál
authors.initials: P
authors.lastname: Herczegh
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D024882:Drug Resistance, Viral / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects; D053122:Influenza A Virus, H3N2 Subtype / Q000187:drug effects; D009981:Influenza B virus / Q000187:drug effects; D054833:Isoindoles / Q000138:chemical synthesis / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D017334:Teicoplanin / Q000737:chemistry*; D009764:o-Phthalaldehyde / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D000998:Antiviral Agents; D054833:Isoindoles; D017334:Teicoplanin; D009764:o-Phthalaldehyde