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Review
. 2018;27(9):2051-2061.
doi: 10.1007/s00044-018-2213-x. Epub 2018 Jul 17.

Novel triazoles of 3-acetylbetulin and betulone as anticancer agents

Ewa Bębenek  1 , Monika Kadela-Tomanek  1 , Elwira Chrobak  1 , Małgorzata Latocha  2 , Stanisław Boryczka  1
Affiliations
Review

Novel triazoles of 3-acetylbetulin and betulone as anticancer agents

Ewa Bębenek et al. Med Chem Res. 2018.

Abstract

The CuAAC reaction of azides and acetylenic triterpenes was used for synthesis of new triazoles of 3-acetylbetulin and betulone. The triazole derivatives were evaluated for their anticancer activity in vitro against amelanotic melanoma C-32, ductal carcinoma T47D and glioblastoma SNB-19 cell lines. 28-[1-(3'-Deoxythymidine-5'-yl)-1H-1,2,3-triazol-4-yl]carbonylbetulone 6e exhibited a significant IC50 value (0.17 µM) against the human glioblastoma SNB-19 cell line, an almost 5-fold higher potency while compared with reference cisplatin.

Keywords: 1,2,3-Triazole; Anticancer activity; Betulin; CuAAC; Lipophilicity.

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Conflict of interest statement

Compliance with ethical standardsThe authors declare that they have no conflict of interest.

Figures

Fig. 1
Fig. 1
Chemical structure of betulin 1 and 3-acetylbetulin 2
Scheme 1
Scheme 1
Synthesis of triazole derivatives 5a-i and 6a-j. Reagents and conditions: organic azide (RN3), CuI, reflux, 72 h
See this image and copyright information in PMC

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