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Synthesis and characterization of new conjugates of betulin diacetate and bis(triphenysilyl)betulin with substituted triazoles

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Abstract

A set of 12 new conjugates of betulin diacetate and bis(triphenysilyl)betulin with substituted triazoles was synthesized via bromination of the position 30 followed by the substitution of the bromoderivatives with sodium azide and reaction of the 30-azidobetulin derivatives with organic alkynes via Huisgen 1,3-cycloaddition. All 15 new compounds (3 intermediates and 12 triazoles) were fully characterized; however, attempts to evaluate their cytotoxicity were impossible due to limited solubility in testing media.

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Acknowledgements

This work was supported by the Czech Science Foundation (15-05620S) and internal grants of Palacky University IGA_PrF_2017_009, IGA_LF_2017_028. The infrastructural part (Institute of Molecular and Translational Medicine) was supported by the National Sustainability Programme (LO1304).

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Authors and Affiliations

  1. Faculty of Medicine and Dentistry, Institute of Molecular and Translational Medicine, Palacky University in Olomouc, Hnevotinska 5, 779 00, Olomouc, Czech Republic

    Jan Pokorny, Vladimir Horka, Veronika Sidova & Milan Urban

  2. Department of Organic Chemistry, Faculty of Science, Palacky University in Olomouc, 17. listopadu 1192/12, 771 46, Olomouc, Czech Republic

    Jan Pokorny, Vladimir Horka & Veronika Sidova

Authors
  1. Jan Pokorny
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  2. Vladimir Horka
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  3. Veronika Sidova
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  4. Milan Urban
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Correspondence to Milan Urban.

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Pokorny, J., Horka, V., Sidova, V. et al. Synthesis and characterization of new conjugates of betulin diacetate and bis(triphenysilyl)betulin with substituted triazoles. Monatsh Chem 149, 839–845 (2018). https://doi.org/10.1007/s00706-017-2113-7

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  • DOI: https://doi.org/10.1007/s00706-017-2113-7

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