title: (-)-Phenylahistin arrests cells in mitosis by inhibiting tubulin polymerization.
abstract: (-)-Phenylahistin, a fungal diketopiperazine metabolite composed of phenylalanine and isoprenylated dehydrohistidine, arrested cells in mitosis and inhibited the proliferation of A549 cells. The microtubule network in A549 cells was disrupted by (-)-phenylahistin, which also inhibited the polymerization of both microtubule protein from bovine brain and phosphocellulose-purified tubulin in vitro. Competitive binding studies indicated that (-)-phenylahistin interacted with the colchicine binding site on tubulin but not with the vinblastine binding site.
authors.affiliation: Life Science Research Center, Advanced Technology Research Laboratories, Nippon Steel Corporation, Kawasaki, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Kanoh
authors.forename: S
authors.initials: S
authors.lastname: Kohno
authors.forename: J
authors.initials: J
authors.lastname: Katada
authors.forename: J
authors.initials: J
authors.lastname: Takahashi
authors.forename: I
authors.initials: I
authors.lastname: Uno
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D001667:Binding, Competitive; D001704:Biopolymers; D002417:Cattle; D002455:Cell Division / Q000187:drug effects; D003078:Colchicine / Q000378:metabolism; D054659:Diketopiperazines; D006801:Humans; D007150:Immunohistochemistry; D008854:Microscopy, Electron; D008868:Microtubule Proteins / Q000096:biosynthesis; D008870:Microtubules / Q000187:drug effects / Q000378:metabolism / Q000648:ultrastructure; D008940:Mitotic Index; D010879:Piperazines / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D014404:Tubulin / Q000378:metabolism* / Q000648:ultrastructure; D014407:Tumor Cells, Cultured; D014747:Vinblastine / Q000378:metabolism
chemical_list: D000970:Antineoplastic Agents; D001704:Biopolymers; D054659:Diketopiperazines; D008868:Microtubule Proteins; D010879:Piperazines; D014404:Tubulin; C119340:phenylahistin; D014747:Vinblastine; D003078:Colchicine