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Synthesis of aminopropylamino derivatives of betulinic and oleanolic acids

Russian Journal of Bioorganic Chemistry volume 39, pages 329–337 (2013)Cite this article

Abstract

Triterpenoids with the following amine fragments in C3 and C28 positions were synthesized on the basis of betulinic and oleanolic acids: (3-aminopropoxy)-, 3-acetyl-(3-aminopropyl)amino-, 6-[bis(3-aminopropyl)amino]hexylamino-, and (3-aminopropyl)-4-aminophenylsulfonyl-4-phenylamino. Amide of betulonic acid with 4,4′-diaminodiphenylsulfonic substituent was shown to exhibit no antitumor effect, but to have a pronounced anti-inflammatory activity.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 45054, Russia

    G. V. Giniyatullina, O. B. Kazakova & N. I. Medvedeva

  2. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    I. V. Sorokina, N. A. Zhukova, T. G. Tolstikova & G. A. Tolstikov

Authors
  1. G. V. Giniyatullina
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  2. O. B. Kazakova
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  3. N. I. Medvedeva
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  4. I. V. Sorokina
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  5. N. A. Zhukova
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  6. T. G. Tolstikova
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  7. G. A. Tolstikov
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Corresponding author

Correspondence to O. B. Kazakova.

Additional information

Original Russian Text © G.V. Giniyatullina, O.B. Kazakova, N.I. Medvedeva, I.V. Sorokina, N.A. Zhukova, T.G. Tolstikova, G.A. Tolstikov, 2013, published in Bioorganicheskaya Khimiya, 2013, Vol. 39, No. 3, pp. 369–377.

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Giniyatullina, G.V., Kazakova, O.B., Medvedeva, N.I. et al. Synthesis of aminopropylamino derivatives of betulinic and oleanolic acids. Russ J Bioorg Chem 39, 329–337 (2013). https://doi.org/10.1134/S1068162013020064

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  • DOI: https://doi.org/10.1134/S1068162013020064

Keywords

  • triterpenoids
  • amides
  • cyanoethylation
  • aminopropylamino derivatives
  • anti-inflammatory activity