Synthesis and proliferative activity of a new derivative of the lupan pentacyclic triterpenoids, <Emphasis Type="Italic">viz.</Emphasis>, the sulfobetaine based on betulin with a 4-(dimethylammonio)butane-1-sulfonate moiety |
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Authors: | S N Dubovitsky N G Komissarova O V Shitikova L V Spirikhin D V Khasanova L F Zainullina M F Abdullin Y V Vakhitova M S Yunusov |
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Institution: | 1.Ufa Institute of Chemistry,Russian Academy of Sciences,Ufa,Russian Federation;2.Institute of Biochemistry and Genetics,Ufa Scientific Centre of the Russian Academy of Sciences,Ufa,Russian Federation |
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Abstract: | A new zwitterionic derivative of the lupan pentacyclic triterpenoid series, viz., the sulfobetaine with a 4-(dimethylammonio)butane-1-sulfonate moiety, was synthesized by quaternization of betulin 28-(2-dimethylaminoacetate) with 1,4-butane sultone. The sulfobetaine was found to possess a dose-dependent proliferative effect toward human embrionic kidney cells HEK293 and human T-lymphocytes. Betulin chosen as a comparison compound demonstrated an effect against cells of both the tumor (HepG2, Jurkat) and the normal origin (human HEK293 and T-lymphocytes) which differ from that of the sulfobetaine, inhibiting their proliferation. The new sulfobetaine can prove to be a promising basis for the development of reparative and immunostimulating agents. |
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