Unsaturated genistein disaccharide glycoside as a novel agent affecting microtubules |
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Authors: | Aleksandra Rusin Agnieszka Gogler Magdalena Głowala-Kosińska Daria Bochenek Aleksandra Gruca Grzegorz Grynkiewicz Jadwiga Zawisza Wiesław Szeja Zdzisław Krawczyk |
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Affiliation: | 1. Department of Tumor Biology, Maria Sklodowska-Curie Memorial Cancer Center and Institute of Oncology, Branch Gliwice, Wybrze?e AK 15, 44-100 Gliwice, Poland;2. Pharmaceutical Research Institute, Rydygiera 8, 01-793 Warsaw, Poland;3. Department of Organic, Bioorganic Chemistry and Biotechnology, Silesian Technical University, Krzywoustego 4, 44-100 Gliwice, Poland |
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Abstract: | Genistein, due to its recognized chemopreventive and antitumor potential, is a molecule of interest as a lead compound in drug design. While multiple molecular targets for genistein have been identified, so far neither for this isoflavonoid nor for its natural or synthetic derivatives disruption of microtubules and mitotic spindles has been reported. Here we describe such properties of the synthetic glycosidic derivative of genistein significantly more cytotoxic than genistein, 7-O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-(1→4)-(6-O-acetyl-hex-2-ene-α-d-erythro-pyranosyl)genistein, shortly named G21. We found that G21 causes significant mitotic delay, frequent appearance of multipolar spindles, and alteration of the interphase microtubule array. |
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