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Synthesis and the antineoplastic activity of imidazolides of betulonic acid

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Abstract

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-1H-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.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Russia

    O. B. Kazakova, N. I. Medvedeva, T. V. Lopatina & G. A. Tolstikov

  2. Blokhin Russian Oncological Research Center, Kashirskoe sh. 23, Moscow, 115478, Russia

    G. N. Apryshko, R. B. Pugacheva, N. P. Yavorskaya & I. S. Golubeva

Authors
  1. O. B. Kazakova
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  2. N. I. Medvedeva
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  3. T. V. Lopatina
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  4. G. N. Apryshko
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  5. R. B. Pugacheva
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  6. N. P. Yavorskaya
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  7. I. S. Golubeva
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  8. G. A. Tolstikov
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Correspondence to O. B. Kazakova.

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Original Russian Text © O.B. Kazakova, N.I. Medvedeva, T.V. Lopatina, G.N. Apryshko, R.B. Pugacheva, N.P. Yavorskaya, I.S. Golubeva, G.A. Tolstikov, 2015, published in Bioorganicheskaya Khimiya, 2015, Vol. 41, No. 3, pp. 346–356.

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Kazakova, O.B., Medvedeva, N.I., Lopatina, T.V. et al. Synthesis and the antineoplastic activity of imidazolides of betulonic acid. Russ J Bioorg Chem 41, 305–314 (2015). https://doi.org/10.1134/S1068162015020065

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  • DOI: https://doi.org/10.1134/S1068162015020065

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