Four flavonoids from Echinosophora koreensis and their effects on alcohol metabolizing enzymes.
A new prenylated dihydroflavonol, 3-hydroxy-kenusanone B 1, as well as three other known isoflavanones, sophoronol 2, sophoraisoflavanone A 3 and kenusanone H 4, were isolated from the rhizomes of Echinosophora koreensis. The structures of these compounds were elucidated using spectroscopic analyses that included extensive 2D NMR, optical rotation spectrometry and mass spectrometry. All four flavonoids enhanced the activities of alcohol metabolizing enzymes such as alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) at micromolar concentrations. Sophoronol 2 showed a nine-fold increased activation of alcohol dehydrogenase and aldehyde dehydrogenase than a negative control group at concentrations of 100 microg/mL and 50 microg/mL, respectively. This study suggests that prenylated flavonoids have the potential to prevent 'hangovers' after alcohol intake.
Choi
Eun Ju
EJ
Korea Institute of Science and Technology, Gangneung Institute, Gangneung 210-340, Korea.
Kwon
Hak Cheol
HC
Sohn
Young Chang
YC
Nam
Chun Woo
CW
Park
Hyun Bong
HB
Kim
Cheol Young
CY
Yang
Hyun Ok
HO
D000426:Alcohol Dehydrogenase / Q000378:metabolism*; D000444:Aldehyde Dehydrogenase / Q000378:metabolism*; D004793:Enzyme Reactivators / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D044948:Flavonols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D066298:In Vitro Techniques; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology; D054876:Prenylation; D029909:Sophora / Q000737:chemistry*
C542604:3-hydroxy-kenusanone B; D004793:Enzyme Reactivators; D044948:Flavonols; D007529:Isoflavones; D010936:Plant Extracts; D000426:Alcohol Dehydrogenase; D000444:Aldehyde Dehydrogenase