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Tytuł: Synthesis, structure and cytotoxic activity of new acetylenic derivatives of betulin
Autor: Boryczka, Stanisław
Bębenek, Ewa
Wietrzyk, Joanna
Kempińska, Katarzyna
Jastrzębska, Maria
Kusz, Joachim
Nowak, Maria
Słowa kluczowe: Acetylenic betulins; Crystal structure; Cytotoxic activity; Synthesis
Data wydania: 2013
Źródło: Molecules (Basel), vol. 18, iss. 4 (2013), s. 4526-4543
Abstrakt: A new series of betulin derivatives containing one or two pharmacophores bearing an acetylenic and carbonyl function at the C-3 and/or C-28 positions has been synthesized and characterized by 1H- and 13C-NMR, IR, MS and elemental analyses. The crystal structure of 28-O-propynoylbetulin was determined by X-ray structural analysis. All new compounds, as well as betulin, were tested in vitro for their antiproliferative activity against human SW707 colorectal, CCRF/CEM leukemia, T47D breast cancer, and against murine P388 leukemia and Balb3T3 normal fibroblasts cell lines. Most of the compounds showed better cytotoxicity than betulin and cisplatin used as reference agent. 28-O-Propynoylbetulin was the most potent derivative, being over 500 times more potent than betulin and about 100 times more cytotoxic than cisplatin against the human leukemia (CCRF/CEM) cell line, with an ID50 value of 0.02 μg/mL.
DOI: 10.3390/molecules18044526
ISSN: 1420-3049
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