title: [Synthesis and antiviral activity of hydrazides and substituted benzalhydrazides of betulinic acid and its derivatives].
abstract: New nitrogen-containing derivatives of betulinic and betulonic acids, hydrazides and N'-benzalhydrazides, were synthesized. Their antiviral activities toward of influenza A virus, herpes simplex type I virus, enterovirus ECHO6, and HIV-1 were studied in vitro. Betulinic acid 3-oxime was found to have the highest activity against the influenza virus. Betulonic acid, betulinic acid 4-chlorobenzalhydrazide, betulonic acid 3-oxime benzalhydrazide, and betulinic acid hydrazide inhibited the replication of herpes simplex type I virus. Betulinic acid hydrazide also showed antiviral activity toward HIV-1. All the derivatives of betulinic acid under study displayed a low antiviral activity toward enterovirus ECHO6.
authors.affiliation: Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, Bashkortostan, 450054 Russia. obf@anrb.ru
authors.forename: O B
authors.initials: OB
authors.lastname: Flekhter
authors.forename: E I
authors.initials: EI
authors.lastname: Boreko
authors.forename: L R
authors.initials: LR
authors.lastname: Nigmatullina
authors.forename: N I
authors.initials: NI
authors.lastname: Pavlova
authors.forename: S N
authors.initials: SN
authors.lastname: Nikolaeva
authors.forename: O V
authors.initials: OV
authors.lastname: Savinova
authors.forename: V F
authors.initials: VF
authors.lastname: Eremin
authors.forename: L A
authors.initials: LA
authors.lastname: Baltina
authors.forename: F Z
authors.initials: FZ
authors.lastname: Galin
authors.forename: G A
authors.initials: GA
authors.lastname: Tolstikov
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001671:Biochemistry / Q000379:methods; D002478:Cells, Cultured / Q000821:virology; D002642:Chick Embryo; D004353:Drug Evaluation, Preclinical / Q000379:methods; D004770:Enterovirus / Q000187:drug effects; D015497:HIV-1 / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D009980:Influenza A virus / Q000187:drug effects; D010091:Oximes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D053978:Pentacyclic Triterpenes; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology; D000094062:Betulinic Acid
chemical_list: D000998:Antiviral Agents; D006834:Hydrazines; D010091:Oximes; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; C478013:betulinic acid 3-oxime; D000094062:Betulinic Acid