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CRYSTALLINE FORMS OF BETULIN: POLYMORPHISM OR PSEUDOPOLYMORPHISM?

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Abstract

By recrystallization with different solvents as well as decomposition of betulin ethanol solvate at room temperature a new crystalline form of the biologically active compound betulin, namely hemihydrate of betulin, is obtained. By single crystal X-ray diffraction data the crystal structure of hemihydrate of betulin is determined. By powder X-ray thermodiffraction and differential scanning calorimetry it is found that when hemihydrate of betulin is heated to melting, Н2О molecules are removed and solid-phase transformations occur, which are related to the formation of an intermediate crystalline form and an orthorhombic modification of betulin.

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REFERENCES

  1. Polymorphism in Pharmaceutical Solids / Ed. H. G. Brittain. Marcel Dekker: New York, 1999.

  2. J. Bernstein. Polymorphism in Molecular Crystals. Clarendon Press: Oxford, 2002.

  3. J.-P. Brog, C.-L. Chanez, A. Crochet, and K. M. Fromm. RSC Adv., 2013, 3, 16905.

  4. J. Cruz-Cabeza, J. Bernstein. Chem. Rev., 2014, 114, 2170.

  5. P. Bombicz. Crystallogr. Rev., 2017, 23, 118.

  6. G. A. Tolstikov, O. B. Flekhter, É. É. Shul′ts, L. A. Baltina, and A. G. Tolstikov. Khim. Interesakh Ustoich. Razvit., 2005, 13, 1.

  7. S. A. Kuznetsova, G. P. Skvortsova, Ju. N. Malyar, E. S. Skuridina, and O. F. Veselova. Russ. J. Bioorg. Chem., 2014, 40, 742.

  8. M. A. Mikhailenko, T. P. Shakhtshneider, M. E. Brezgunova, V. A. Drebushchak, S. A. Kuznetsova, and V. V. Boldyrev. Khim. Rastit. Syr′ya, 2010, 2, 63.

  9. M. A. Mikhailenko, T. P. Shakhtshneider, V. A. Drebushchak, S. A. Kuznetsova, G. P. Skvortsova, and V. V. Boldyrev. Chem. Nat. Compd., 2011, 47, 229.

  10. V. A. Drebushchak, M. A. Mikhailenko, T. P. Shakhtshneider, and S. A. Kuznetsova. J. Therm. Anal. Calorim., 2013, 111, 2005.

  11. T. N. Drebushchak, M. A. Mikhailenko, M. E. Brezgunova, T. P. Shakhtshneider, and S. A. Kuznetsova. J. Struct. Chem., 2010, 51(4), 798.

  12. S. Boryczka, E. Michalik, M. Jastrzebska, J. Kusz, M. Zubko, and E. Bebenek. J. Chem. Crystallogr., 2012, 42, 345.

  13. D. Yang, N. Gong, L. Zhang, and Y. Lu. J. Pharm. Sci., 2016, 105, 1867.

  14. D. Yang, N. Gong, L. Zhang, Y. Lu., and G. Du. J. Pharm. Sci., 2017, 106, 826.

  15. S. A. Kuznetsova, B. N. Kuznetsov, A. G. Mihailov, V. A. Levdanskii. RF Patent 2264411. Byul. Izobret. (Invention Bull.) [in Russian], 2005, 32.

  16. G. M. Sheldrick. Acta Crystallogr., Sect. A, 2015, 71, 3.

  17. G. M. Sheldrick. Acta Crystallogr., Sect. C, 2015, 71, 3.

  18. O. D. Rigaku. CrysAlis PRO. Rigaku Oxford Diffraction: Yarnton, Oxfordshire, England, 2015.

  19. L. J. Farrugia. J. Appl. Crystallogr., 1999, 32, 837.

  20. C. F. Macrae, P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor, M. Towler, and J. van de Streek. J. Appl. Crystallogr., 2006, 39, 453.

  21. WinXPOW. Stoe & Cie GmbH: Darmstadt, Germany, 2011.

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Funding

The work was performed within the State Contract of the Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch, Russian Academy of Sciences (АААА-А17-117030310274-5). The measurements were conducted using the facilities of the Scientific Education Center “Molecular Design and Ecologically Safe Technologies”, Novosibirsk State University. V.A. Drebushchak worked in accordance with the State Contract of the Institute of Geology and Mineralogy, Siberian Branch, Russian Academy of Sciences (project No. 0330-2019-0004). S.A. Kuznetsova worked in accordance with the State Contract of the Institute of Chemistry and Chemical Technology, Siberian Branch, Russian Academy of Sciences (project АААА-А17-117-0213102018-7).

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Correspondence to T. N. Drebushchak.

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Drebushchak, T.N., Mikhailovskaya, A.V., Drebushchak, V.A. et al. CRYSTALLINE FORMS OF BETULIN: POLYMORPHISM OR PSEUDOPOLYMORPHISM?. J Struct Chem 61, 1260–1266 (2020). https://doi.org/10.1134/S0022476620080119

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  • DOI: https://doi.org/10.1134/S0022476620080119

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