title: Nematicidal alkaloids and related compounds produced by the fungus Penicillium cf. simplicissimum.
abstract: A new nematicidal alkaloid, peniprequinolone (1), together with the known alkaloids penigequinolones A and B (2a, 2b), 3-methoxy-4-hydroxy-4-(4'-methoxyphenyl)quinolinone (3), and 3-methoxy-4,6-dihydroxy-4-(4'-methoxyphenyl)quinolinone (4), were isolated from Penicillium cf. simplicissimum (Oudemans) Thom. Cyclopenin (5) and a compound (6a/6b) structurally related to cyclopenin also were isolated from the fungus, and their structures were established by spectroscopic analysis. The biological activities of 1, 2, 3, 4, and 5 were examined by a bioassay with root-lesion nematodes.
authors.affiliation: Department of Agricultural Chemistry, Faculty of Agriculture, Tottori University, Japan.
authors.forename: M
authors.initials: M
authors.lastname: Kusano
authors.forename: H
authors.initials: H
authors.lastname: Koshino
authors.forename: J
authors.initials: J
authors.lastname: Uzawa
authors.forename: S
authors.initials: S
authors.lastname: Fujioka
authors.forename: T
authors.initials: T
authors.lastname: Kawano
authors.forename: Y
authors.initials: Y
authors.lastname: Kimura
mesh_terms: D000470:Alkaloids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000969:Antinematodal Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001570:Benzodiazepinones / Q000737:chemistry / Q000494:pharmacology; D017173:Caenorhabditis elegans / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012275:Oryza / Q000469:parasitology; D021261:Parasitic Sensitivity Tests / Q000379:methods; D010407:Penicillium / Q000378:metabolism*; D018517:Plant Roots / Q000469:parasitology; D015363:Quinolones / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000470:Alkaloids; D000969:Antinematodal Agents; D001570:Benzodiazepinones; D015363:Quinolones; C425555:penigequinolone A; C425554:peniprequinolone; C007200:cyclopenin