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Synthesis and proliferative activity of a new derivative of the lupan pentacyclic triterpenoids, viz., the sulfobetaine based on betulin with a 4-(dimethylammonio)butane-1-sulfonate moiety
- Source :
- Russian Chemical Bulletin. 64:1335-1340
- Publication Year :
- 2015
- Publisher :
- Springer Science and Business Media LLC, 2015.
-
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.
- Subjects :
- 0106 biological sciences
Betulin
Stereochemistry
Pentacyclic triterpenoids
Butane
General Chemistry
01 natural sciences
Jurkat cells
0104 chemical sciences
010404 medicinal & biomolecular chemistry
chemistry.chemical_compound
Sulfonate
chemistry
Pentacyclic triterpenoid
Moiety
Organic chemistry
Derivative (chemistry)
010606 plant biology & botany
Subjects
Details
- ISSN :
- 15739171 and 10665285
- Volume :
- 64
- Database :
- OpenAIRE
- Journal :
- Russian Chemical Bulletin
- Accession number :
- edsair.doi...........e0f3ca03a1620805d2bb33f50735d049