Highly oxygenated and unsaturated metabolites providing a diversity of hispidin class antioxidants in the medicinal mushrooms Inonotus and Phellinus.
Three new highly oxygenated and unsaturated metabolites named interfungins A (1), B (2), and C (3), which provide a diversity of hispidin class compounds in the fungi Inonotus and Phellinus, were isolated from the methanolic extract of the fruiting body of the fungus Inonotus xeranticus (Hymenochaetaceae). Their structures were established by spectroscopic methods. The existence of these functionalized metabolites implies that inoscavin A, davallialactone, and phelligridin F, which were previously isolated from the fungi Inonotus and Phellinus spp., are derived from 1. Compound 1 is derived from the condensation of hispidin and hispolon. Inoscavins B and C previously isolated from the fungus I. xeranticus are most probably derived from 2 which stemmed from the oxidative coupling of 3,4-dihydroxybenzalacetone and hispidin. This class of compounds exhibited significant free radical scavenging activity against the superoxide radical cation, ABTS radical anion, and DPPH radical.
Lee
In-Kyoung
IK
Functional Metabolomics Research Center, KRIBB, Yuseong, Daejeon 305-806, Republic of Korea.
Yun
Bong-Sik
BS
D000363:Agaricales / Q000737:chemistry*; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification; D052160:Benzothiazoles / Q000737:chemistry; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers / Q000737:chemistry; D048690:Fruiting Bodies, Fungal / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008970:Molecular Weight; D016877:Oxidants / Q000737:chemistry; D010851:Picrates / Q000737:chemistry; D011753:Pyrones / Q000032:analysis* / Q000378:metabolism; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013451:Sulfonic Acids / Q000737:chemistry; D013481:Superoxides / Q000737:chemistry
D000975:Antioxidants; D052160:Benzothiazoles; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D016877:Oxidants; D010851:Picrates; D011753:Pyrones; D013451:Sulfonic Acids; D013481:Superoxides; C002502:2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid; C004931:1,1-diphenyl-2-picrylhydrazyl; C007946:hispidin