Planta Med 2018; 84(09/10): 743-748
DOI: 10.1055/a-0585-6081
Formulation and Delivery Systems of Natural Products
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Biotransformation of Cyclodextrine-Complexed Semisynthetic Betulin Derivatives by Plant Cells

Suvi T. Häkkinen
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
,
Heli Nygren
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
,
Natalia Maiorova
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
,
Raisa Haavikko
2   University of Helsinki, Drug Research Program, Division of Pharmaceutical Chemistry and Technology, Helsinki, Finland
,
Sami Alakurtti
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
,
Jari Yli-Kauhaluoma
2   University of Helsinki, Drug Research Program, Division of Pharmaceutical Chemistry and Technology, Helsinki, Finland
,
Heiko Rischer
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
,
Kirsi-Marja Oksman-Caldentey
1   VTT Technical Research Centre of Finland Ltd., Espoo, Finland
› Author Affiliations
Further Information

Publication History

received 15 November 2017
revised 22 February 2018

accepted 27 February 2018

Publication Date:
08 March 2018 (online)

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Abstract

In this study, three semisynthetic betulonic acid-based compounds, 20(29)-dihydrolup-2-en[2,3-d]isoxazol-28-oic acid, 1-betulonoylpyrrolidine, and lupa-2,20(29)-dieno[2,3-b]pyrazin-28-oic acid, were studied in biotransformation experiments using Nicotiana tabacum and Catharanthus roseus cell suspension cultures. Biotransformation was performed using cyclodextrin to aid dissolving poorly water-soluble substrates. Several new derivatives were found, consisting of oxidized and glycosylated (pentose- and hexose-conjugated) products.

Supporting Information