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Ferrocenyltriazoles from 3β,28-Diacylbetulin: Synthesis and Cytotoxic Activity

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Abstract

The reaction of 30-bromo-3β,28-diacylbetulin with sodium azide afforded 30-azido-3β,28-diacyloxylup-20(29)-enes. The products were subjected to a CuI/TMEDA-catalyzed click reaction with ethynylferrocene to obtain the corresponding ferrocene-betulin conjugates with a 1,2,3-triazole linker.

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Acknowledgments

The authors express their gratitude to Engineer I.A. Borisova for measuring the IR spectra, Leading Engineer O.A. Maiorova for measuring the 1H and 13C NMR spectra, and Scientific Researcher A.V. Kharitonova for performing elemental analysis.

Funding

The work was financially supported by the Russian Foundation for Basic Research (project no. 16-33-00147) and the "Basic Science for Medicine" Complex Program of the Ural Branch of the Russian Academy of Sciences (project no. 18-7-3-4).

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Authors and Affiliations

  1. Institute of Technical Chemistry, Perm Federal Research Centre, Ural Branch, Russian Academy of Sciences, ul. Akademika Koroleva 3, Perm, 614013, Russia

    V. A. Glushkov, L. V. Pavlogradskaya & D. V. Eroshenko

  2. Perm State National Research University, ul. Bukireva 15, Perm, 614990, Russia

    V. A. Glushkov, D. A. Shemyakina, N. K. Zhukova, M. V. Dmitriev, A. R. Galeev & I. G. Mokrushin

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  1. V. A. Glushkov
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  2. D. A. Shemyakina
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  3. N. K. Zhukova
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  4. L. V. Pavlogradskaya
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  5. M. V. Dmitriev
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Correspondence to V. A. Glushkov.

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Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 11, pp. 1722–1729.

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Glushkov, V.A., Shemyakina, D.A., Zhukova, N.K. et al. Ferrocenyltriazoles from 3β,28-Diacylbetulin: Synthesis and Cytotoxic Activity. Russ J Org Chem 55, 1690–1697 (2019). https://doi.org/10.1134/S1070428019110083

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