Synthesis and the antineoplastic activity of imidazolides of betulonic acid

Lupane C-28-imidazolides containing 3-oxo-, 3-hydroxyimino-, and 2-cyano-2,3-seco-4(23)-ene fragments in cycle A have been synthesized. 3-3-Hydroxyimino-lup-20(29)-en-28-yl-1 H -imidazole-1-carboxylate showed the highest antineoplastic activity in experiments in vitro, significantly inhibiting the g...

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Bibliographic Details
Published in:Russian journal of bioorganic chemistry 2015-05, Vol.41 (3), p.305-314
Main Authors: Kazakova, O. B., Medvedeva, N. I., Lopatina, T. V., Apryshko, G. N., Pugacheva, R. B., Yavorskaya, N. P., Golubeva, I. S., Tolstikov, G. A.
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Life Sciences
Organic Chemistry
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Summary:Lupane C-28-imidazolides containing 3-oxo-, 3-hydroxyimino-, and 2-cyano-2,3-seco-4(23)-ene fragments in cycle A have been synthesized. 3-3-Hydroxyimino-lup-20(29)-en-28-yl-1 H -imidazole-1-carboxylate showed the highest antineoplastic activity in experiments in vitro, significantly inhibiting the growth and inducing the death of cells of lung, colon cancer, breast, central nervous system, ovarian, prostate, renal, leukemia, and melanoma cancers. In experiments on mice, it had a moderate antineoplastic effect on inoculated breast adenocarcinoma Ca755 and large intestine adenocarcinoma AKATOL.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162015020065