Synthesis of Aminopropylamino Derivatives of Betulinic
and Oleanolic Acids

G. V. Giniyatullina^a, O. B. Kazakova^{a, 1}, N. I. Medvedeva^a, I. V. Sorokina^b,
N. A. Zhukova^b, T. G. Tolstikova^b, and G. A. Tolstikov^b

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

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

Received May 25, 2012; in final form, July 10, 2012

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-amino-
propyl)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 pro-
nounced anti-inflammatory activity.

Keywords: triterpenoids, amides, cyanoethylation, aminopropylamino derivatives, anti-inflammatory activity

DOI: 10.1134/S1068162013020064

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