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Synthesis and Antiviral Activity of Hydrazides and Substituted Benzalhydrazides of Betulinic Acid and Its Derivatives

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Abstract

New nitrogen-containing derivatives of betulinic and betulonic acids, hydrazides and N"-benzalhydrazides, were synthesized. Their antiviral activities toward viruses 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.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, Bashkortostan, 450054, Russia

    O. B. Flekhter, L. R. Nigmatullina, L. A. Baltina, F. Z. Galin & G. A. Tolstikov

  2. Belarussian Research Institute of Epidemiology and Microbiology, ul. K. Tsetkin 4, Minsk, 220050, Belarus

    E. I. Boreko, N. I. Pavlova, S. N. Nikolaeva, O. V. Savinova & V. F. Eremin

Authors
  1. O. B. Flekhter
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  2. E. I. Boreko
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  3. L. R. Nigmatullina
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  4. N. I. Pavlova
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  5. S. N. Nikolaeva
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  6. O. V. Savinova
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  7. V. F. Eremin
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  8. L. A. Baltina
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  9. F. Z. Galin
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  10. G. A. Tolstikov
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Correspondence to O. B. Flekhter.

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Flekhter, O.B., Boreko, E.I., Nigmatullina, L.R. et al. Synthesis and Antiviral Activity of Hydrazides and Substituted Benzalhydrazides of Betulinic Acid and Its Derivatives. Russian Journal of Bioorganic Chemistry 29, 296–302 (2003). https://doi.org/10.1023/A:1023948919315

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  • DOI: https://doi.org/10.1023/A:1023948919315

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