Verticipyrone, a new NADH-fumarate reductase inhibitor, produced by Verticillium sp. FKI-1083.
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.
Ui
Hideaki
H
Kitasato Institute for Life Sciences and Graduate School of Infectious Control Sciences, Kitasato University, Minato-ku, Tokyo 108-8641, Japan.
Shiomi
Kazuro
K
Suzuki
Hideaki
H
Hatano
Hiroko
H
Morimoto
Hiromi
H
Yamaguchi
Yuichi
Y
Masuma
Rokuro
R
Sunazuka
Toshiaki
T
Shimamura
Hiroyuki
H
Sakamoto
Kimitoshi
K
Kita
Kiyoshi
K
Miyoshi
Hideto
H
Tomoda
Hiroshi
H
Omura
Satoshi
S
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*
D000475:Alkenes; D004791:Enzyme Inhibitors; D011753:Pyrones; C517116:verticipyrone; D044925:Oxidoreductases Acting on CH-CH Group Donors; C020155:fumarate reductase (NADH)