title: Meisenheimer rearrangement of azetopyridoindoles. VIII. Synthesis and antiviral activities of 12-carbaeudistomin analogs.
abstract: Eudistomins, isolated from the colonial tunicate Eudistoma olivaceum, have been a synthetic target due to their strong antiviral activity against Herpes simplex virus (HSV-1) and activities against certain types of tumors in vivo. In order to examine the structure-activity relationship of eudistomins, 12-carbaeudistomin analogs were synthesized and their activities against influenza A and B virus, HSV-1, HSV-2 and human cytomegalovirus were investigated. Among them, racemic 6-methoxy-12-carbaeudistomin showed similar activity to (-)-debromoeudistomin K, synthesized as a control compound.
authors.affiliation: Osaka University of Pharmaceutical Sciences, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Kurihara
authors.forename: Y
authors.initials: Y
authors.lastname: Sakamoto
authors.forename: T
authors.initials: T
authors.lastname: Kimura
authors.forename: H
authors.initials: H
authors.lastname: Ohishi
authors.forename: S
authors.initials: S
authors.lastname: Harusawa
authors.forename: R
authors.initials: R
authors.lastname: Yoneda
authors.forename: T
authors.initials: T
authors.lastname: Suzutani
authors.forename: M
authors.initials: M
authors.lastname: Azuma
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002243:Carbolines / Q000138:chemical synthesis* / Q000494:pharmacology*; D003587:Cytomegalovirus / Q000187:drug effects; D004285:Dogs; D018259:Herpesvirus 1, Human / Q000187:drug effects; D018258:Herpesvirus 2, Human / Q000187:drug effects; D006801:Humans; D007211:Indoles / Q000737:chemistry*; D009980:Influenza A virus / Q000187:drug effects; D009981:Influenza B virus / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: C087387:12-carbaeudistomin; D000998:Antiviral Agents; D002243:Carbolines; D007211:Indoles