The Synthesis and Selective Cytotoxicity of New Mannich Bases, Derivatives of 19- and 28-Alkynyltriterpenoids

The Synthesis and Selective Cytotoxicity of New Mannich Bases, Derivatives of 19- and... New propargylamines were synthesized in 72–75% yields by the interaction of 19-alkynylbetulin and 28-O-propargyl glycinamide of oleanolic acid with N-methylpiperazine under the Mannich reaction conditions. 19-[1-Methyl-4-prop-2-yn-1-yl-piperazine]-20,29,30-trinorbetulin was shown to manifest anticancer activity against one line of leukemia cells and two lines of colon cancer cells, whereas the growth of leukemia cells SR in the presence of 4-(4-methylpiperazin-1-yl)but-2-yn-1-yl-N-(3-hydroxy-28-oxoolean-12-en-28-yl)glycinate was 8%. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Russian Journal of Bioorganic Chemistry Springer Journals

The Synthesis and Selective Cytotoxicity of New Mannich Bases, Derivatives of 19- and 28-Alkynyltriterpenoids

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Publisher
Pleiades Publishing
Copyright
Copyright © 2018 by Pleiades Publishing, Ltd.
Subject
Life Sciences; Biochemistry, general; Bioorganic Chemistry; Organic Chemistry; Biomedicine, general
ISSN
1068-1620
eISSN
1608-330X
D.O.I.
10.1134/S1068162018010090
Publisher site
See Article on Publisher Site

Abstract

New propargylamines were synthesized in 72–75% yields by the interaction of 19-alkynylbetulin and 28-O-propargyl glycinamide of oleanolic acid with N-methylpiperazine under the Mannich reaction conditions. 19-[1-Methyl-4-prop-2-yn-1-yl-piperazine]-20,29,30-trinorbetulin was shown to manifest anticancer activity against one line of leukemia cells and two lines of colon cancer cells, whereas the growth of leukemia cells SR in the presence of 4-(4-methylpiperazin-1-yl)but-2-yn-1-yl-N-(3-hydroxy-28-oxoolean-12-en-28-yl)glycinate was 8%.

Journal

Russian Journal of Bioorganic ChemistrySpringer Journals

Published: Mar 14, 2018

References

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