Vialinin A, a novel 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenger from an edible mushroom in China.
While screening for bioactive compounds from edible mushrooms, a new potent antioxidant, vialinin A (1), together with a known compound, ganbajunin B (2), and a mixture of ganbajunins D (3) and E (4), were isolated from the dry fruiting bodies of Thelephora vialis. The structure of 1, 5',6'-bis(phenylacetoxy)-1,1':4',1''-terphenyl-2',3',4,4''-tetraol, was elucidated by spectroscopic and chemical methods. This compound had strong 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical-scavenging activity with an EC(50) value of 14.0 microM, nearly equal to that of butylated hydroxytoluene (BHT; EC(50) = 10.0 microM). A radical scavenging experiment using 1 and DPPH radicals indicated that 1 donated two hydrogen atoms to two molecules of the DPPH radical under hydrophobic conditions.
Xie
Chun
C
Department of Nutritional Science, Faculty of Applied Bio-Science, Tokyo University of Agriculture, Japan.
Koshino
Hiroyuki
H
Esumi
Yasuaki
Y
Takahashi
Shunya
S
Yoshikawa
Kunie
K
Abe
Naoki
N
D000363:Agaricales / Q000737:chemistry*; D001713:Biphenyl Compounds; D002850:Chromatography, Gel; D002851:Chromatography, High Pressure Liquid; D016166:Free Radical Scavengers / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D010851:Picrates / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013730:Terphenyl Compounds / Q000737:chemistry / Q000494:pharmacology*
D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D010851:Picrates; D013730:Terphenyl Compounds; C508745:vialinin A; C004931:1,1-diphenyl-2-picrylhydrazyl