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Synthesis of aminopropylamino derivatives of betulinic and oleanolic acids

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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Correspondence to O. B. Kazakova.

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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