Anti-oxidant constituents of the roots and stolons of licorice (Glycyrrhiza glabra).
As part of a search for new cancer chemopreventive agents, a new chalcone derivative (1), a novel group of neolignan lipid esters (2), and seven known phenolic compounds (formononetin, glabridin, hemileiocarpin, hispaglabridin B, isoliquiritigenin, 4'-O-methylglabridin, and paratocarpin B) (3-9) were isolated from the roots and stolons of licorice (Glycyrrhiza glabra). The structures of compound 1 and the individual components of isolate 2 were elucidated using various spectroscopic and chemical methods. All isolates were tested in an authentic peroxynitrite anti-oxidant assay. Of these compounds, hispaglabridin B (6), isoliquiritigenin (7), and paratocarpin B (9) were found to be the most potent anti-oxidant agents. Furthermore, isoliquiritigenin (7) was demonstrated to prevent the incidence of 1,2-dimethylhydrazine-induced colon and lung tumors in mice when administered at a dose of 300 mg/kg.
Chin
Young-Won
YW
Division of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, Ohio 43210, USA.
Jung
Hyun-Ah
HA
Liu
Yue
Y
Su
Bao-Ning
BN
Castoro
John A
JA
Keller
William J
WJ
Pereira
Michael A
MA
Kinghorn
A Douglas
AD
D019813:1,2-Dimethylhydrazine / Q000633:toxicity; D000230:Adenocarcinoma / Q000139:chemically induced / Q000517:prevention & control; D016588:Anticarcinogenic Agents / Q000302:isolation & purification / Q000494:pharmacology; D000975:Antioxidants / Q000302:isolation & purification*; D002273:Carcinogens / Q000633:toxicity; D047188:Chalcones / Q000302:isolation & purification / Q000494:pharmacology; D003110:Colonic Neoplasms / Q000139:chemically induced / Q000517:prevention & control*; D008401:Gas Chromatography-Mass Spectrometry; D006035:Glycyrrhiza / Q000737:chemistry*; D006868:Hydrolysis; D008175:Lung Neoplasms / Q000139:chemically induced / Q000517:prevention & control*; D009682:Magnetic Resonance Spectroscopy; D018517:Plant Roots / Q000737:chemistry*
D016588:Anticarcinogenic Agents; D000975:Antioxidants; D002273:Carcinogens; D047188:Chalcones; C040920:isoliquiritigenin; D019813:1,2-Dimethylhydrazine