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[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.
AuthorsO B Flekhter, E I Boreko, L R Nigmatullina, N I Pavlova, S N Nikolaeva, O V Savinova, V F Eremin, L A Baltina, F Z Galin, G A Tolstikov
JournalBioorganicheskaia khimiia (Bioorg Khim) 2003 May-Jun Vol. 29 Issue 3 Pg. 326-32 ISSN: 0132-3423 [Print] Russia (Federation)
Vernacular TitleSintez i protivovirusnaia aktivnost' gidrazidov i zameshchennykh benzal'gidrazidov betulinovoĭ kisloty i ee proizvodnykh.
PMID12845810 (Publication Type: Journal Article)
Chemical References
  • Antiviral Agents
  • Hydrazines
  • Oximes
  • Pentacyclic Triterpenes
  • Triterpenes
  • betulinic acid 3-oxime
  • Betulinic Acid
Topics
  • Animals
  • Antiviral Agents (chemical synthesis, chemistry, pharmacology)
  • Biochemistry (methods)
  • Cells, Cultured (virology)
  • Chick Embryo
  • Drug Evaluation, Preclinical (methods)
  • Enterovirus (drug effects)
  • HIV-1 (drug effects)
  • Herpesvirus 1, Human (drug effects)
  • Humans
  • Hydrazines (chemical synthesis, chemistry, pharmacology)
  • Influenza A virus (drug effects)
  • Oximes (chemical synthesis, chemistry, pharmacology)
  • Pentacyclic Triterpenes
  • Structure-Activity Relationship
  • Triterpenes (chemistry, pharmacology)
  • Betulinic Acid

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