Chemical constituents from the rice fermented with the edible mushroom Pleurotus eryngii and their quinone oxidoreductase 1 inducing effect.
The fruiting bodies or mycelia of mushrooms have been used as food and food-flavoring material for centuries due to their nutritional and medicinal values and the diversity of their bioactive components. The present research was the first to study the chemical components in rice fermented with the edible mushroom Pleurotus eryngii and the quinone oxidoreductase 1 inducing effect of these compounds. Through chemical investigation, one new compound, ((6S,7S)-6,7-dihydroxy-6-methyl-2-(3-methylbutanoyl)-4,5,6,7-tetrahydrobenzofuran-3-yl)methyl acetate (1) and eight known compounds (2-9) were isolated from the P. eryngii-fermented rice. All of these compounds were isolated from rice fermented with the edible mushroom P. eryngii for the first time. Their structures were elucidated by MS and NMR data analyses. Alternariol-5-O-methyl ether (2) showed strong quinone oxidoreductase 1 inducing effect with an IR value of 2.58 at the concentration of 20 μg/ml. The content of adenosine (8) in the fermented rice (175.64 μg/g) is much higher than that of non-fermented rice (14.38 μg/g).
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China.
Shun
S
Liu
Chemical Engineering and Pharmaceutics College, Henan University of Science and Technology, Luoyang 471003, China.
Yanan
Y
Dong
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China; State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, China.
Yongxia
Y
Li
State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, China.
Li
L
Bao
State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100190, China.
Hongwei
H
Liu
College of Pharmaceutical Sciences, Soochow University, Suzhou 215123, China. Electronic address: heranli@suda.edu.cn.
Heran
H
Li
D000818:Animals; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002460:Cell Line; D004789:Enzyme Activation / Q000187:drug effects*; D020536:Enzyme Activators / Q000302:isolation & purification / Q000494:pharmacology*; D005285:Fermentation; D051379:Mice; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000378:metabolism*; D012275:Oryza / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D020076:Pleurotus / Q000378:metabolism*; D012639:Seeds / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*
D001578:Benzopyrans; D020536:Enzyme Activators; D010936:Plant Extracts; D012717:Sesquiterpenes; C000588641:alternariol-5-O-methyl ether; D016660:NAD(P)H Dehydrogenase (Quinone); C491732:Nqo1 protein, mouse
Chemical constituents; NQO1 inducing effect; Pleurotus eryngii; Secondary metabolites