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Anti-oxidant Constituents of the Roots and Stolons of Licorice (<i>Glycyrrhiza glabra</i>)

Young‐Won ChinDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660Hyun‐Ah JungDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660Yue LiuDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660Bao‐Ning SuDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660John A. CastoroDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660William J. KellerDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660Michael A. PereiraDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660A. Douglas KinghornDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, and Division of Hematology and Oncology, Department of Internal Medicine, College of Medicine and Public Health, The Ohio State University, Columbus, Ohio 43210, Isolation and Structure Elucidation Group, Analytical Research and Development, Pharmaceutical Research Institute, Bristol-Myers Squibb, One Squibb Drive, New Brunswick, New Jersey 08903, and Nature's Sunshine Products, Inc., 1655 North Main Street, Spanish Fork, Utah 84660
2007en
ABI

Аннотация

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. Keywords: Glycyrrhiza glabra; licorice; Fabaceae; chalcones; neolignan lipid ester; mixture; phenolic derivatives; peroxynitrite; anti-oxidant activity; 1,2-dimethylhydrazine; colon and lung tumors

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