title: Identification of Sternbin and Naringenin as Detoxified Metabolites from the Rice Flavanone Phytoalexin Sakuranetin by Pyricularia oryzae.
abstract: Sakuranetin (1) is a flavanone phytoalexin that has been reported to play an important role in disease resistance in rice plants. The rice blast fungus Pyricularia oryzae (syn. Magnaporthe oryzae) has been reported to metabolize 1 to lower its antifungal activity. Here, two flavanones, sternbin (2) and naringenin (3), were identified as metabolites of 1 in P. oryzae suspension culture by liquid chromatography tandem mass spectrometry (LC/MS/MS). The inhibition of 1, 2, and 3 on P. oryzae mycelial growth were 45%, 19%, and 19%, respectively, at a concentration of 100 μm. Thus, 2 and 3 are detoxified metabolites of 1 by P. oryzae.
authors.affiliation: College of Agriculture, Ibaraki University, 3-21-1 Chuo, Ami, Ibaraki, 300-0393, Japan.
authors.forename: Shun
authors.initials: S
authors.lastname: Katsumata
authors.affiliation: College of Agriculture, Ibaraki University, 3-21-1 Chuo, Ami, Ibaraki, 300-0393, Japan.
authors.forename: Kazuho
authors.initials: K
authors.lastname: Hamana
authors.affiliation: United Graduate School of Agricultural Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo, 183-8509, Japan.
authors.forename: Kiyotaka
authors.initials: K
authors.lastname: Horie
authors.affiliation: College of Agriculture, Ibaraki University, 3-21-1 Chuo, Ami, Ibaraki, 300-0393, Japan.|United Graduate School of Agricultural Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo, 183-8509, Japan.
authors.forename: Hiroaki
authors.initials: H
authors.lastname: Toshima
authors.affiliation: College of Agriculture, Ibaraki University, 3-21-1 Chuo, Ami, Ibaraki, 300-0393, Japan.|United Graduate School of Agricultural Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo, 183-8509, Japan.
authors.forename: Morifumi
authors.initials: M
authors.lastname: Hasegawa
mesh_terms: D000935:Antifungal Agents / Q000494:pharmacology*; D001203:Ascomycota / Q000472:pathogenicity*; D060467:Disease Resistance; D044950:Flavanones / Q000378:metabolism*; D005419:Flavonoids / Q000378:metabolism*; D008658:Inactivation, Metabolic; D012275:Oryza / Q000378:metabolism* / Q000382:microbiology*; D010935:Plant Diseases / Q000382:microbiology; D018515:Plant Leaves / Q000378:metabolism / Q000382:microbiology; D000094162:Phytoalexins
chemical_list: D000935:Antifungal Agents; D044950:Flavanones; D005419:Flavonoids; C099724:sakuranetin; D000094162:Phytoalexins; C005273:naringenin
keywords: 
  Pyricularia oryzae
  ; Flavonoid; Phytoalexin; Rice