title: Verticipyrone, a new NADH-fumarate reductase inhibitor, produced by Verticillium sp. FKI-1083.
abstract: A new NADH-fumarate reductase inhibitor, verticipyrone, was isolated from the cultured broth of a fungus, Verticillium sp. FKI-1083. The structure was established as (E)-2-methoxy-3,5-dimethyl-6-(3-methyl-2-undecenyl)-4H-pyran-4-one. Verticipyrone exhibited an IC50 value of 0.88 nM against NADH-fumarate reductase of Ascaris suum. Verticipyrone inhibited both Ascaris and bovine heart complex I, and its synthetic analogue, 8,9-dihydro-8-hydroxyverticipyrone, showed good selectivity against Ascaris complex I.
authors.affiliation: Kitasato Institute for Life Sciences and Graduate School of Infectious Control Sciences, Kitasato University, Minato-ku, Tokyo 108-8641, Japan.
authors.forename: Hideaki
authors.initials: H
authors.lastname: Ui
authors.forename: Kazuro
authors.initials: K
authors.lastname: Shiomi
authors.forename: Hideaki
authors.initials: H
authors.lastname: Suzuki
authors.forename: Hiroko
authors.initials: H
authors.lastname: Hatano
authors.forename: Hiromi
authors.initials: H
authors.lastname: Morimoto
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Yamaguchi
authors.forename: Rokuro
authors.initials: R
authors.lastname: Masuma
authors.forename: Toshiaki
authors.initials: T
authors.lastname: Sunazuka
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Shimamura
authors.forename: Kimitoshi
authors.initials: K
authors.lastname: Sakamoto
authors.forename: Kiyoshi
authors.initials: K
authors.lastname: Kita
authors.forename: Hideto
authors.initials: H
authors.lastname: Miyoshi
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Tomoda
authors.forename: Satoshi
authors.initials: S
authors.lastname: Omura
mesh_terms: D000475:Alkenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D009682:Magnetic Resonance Spectroscopy; D044925:Oxidoreductases Acting on CH-CH Group Donors / Q000037:antagonists & inhibitors*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020172:Verticillium / Q000378:metabolism*
chemical_list: D000475:Alkenes; D004791:Enzyme Inhibitors; D011753:Pyrones; C517116:verticipyrone; D044925:Oxidoreductases Acting on CH-CH Group Donors; C020155:fumarate reductase (NADH)