title: Unsaturated genistein disaccharide glycoside as a novel agent affecting microtubules.
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-beta-D-galactopyranosyl)-(1-->4)-(6-O-acetyl-hex-2-ene-alpha-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.
authors: Department of Tumor Biology, Maria Sklodowska-Curie Memorial Cancer Center and Institute of Oncology, Branch Gliwice, Wybrzeze AK 15, Gliwice, Poland.
authors: Aleksandra
authors: A
authors: Rusin
authors: Agnieszka
authors: A
authors: Gogler
authors: Magdalena
authors: M
authors: Głowala-Kosińska
authors: Daria
authors: D
authors: Bochenek
authors: Aleksandra
authors: A
authors: Gruca
authors: Grzegorz
authors: G
authors: Grynkiewicz
authors: Jadwiga
authors: J
authors: Zawisza
authors: Wiesław
authors: W
authors: Szeja
authors: Zdzisław
authors: Z
authors: Krawczyk
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D045744:Cell Line, Tumor; D004187:Disaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D019833:Genistein / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D006801:Humans; D008870:Microtubules / Q000187:drug effects* / Q000378:metabolism; D050257:Tubulin Modulators / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity
chemical_list: C544968:7-O-(2,3,4,6-tetra-O-acetylgalactopyranosyl)-1-4-(6-O-acetylhex-2-enepyranosyl)genistein; D000970:Antineoplastic Agents; D004187:Disaccharides; D006027:Glycosides; D050257:Tubulin Modulators; D019833:Genistein