Isolation, structural elucidation and in vitro hepatoprotective activity of flavonoids from Glycyrrhiza uralensis

Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4- O - β - d -glucopyranoside ( 1 ) and medicarpin-3- O - β - d -apiofuranosyl (1 → 2)- β - d -glucopyranoside ( 2 ), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fis...

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Published in	Journal of Natural Medicines Vol. 73; no. 4; pp. 847 - 854
Main Authors	Cheng, Ming, Ding, Liqin, Kan, Hongfeng, Zhang, Hongmin, Jiang, Benke, Sun, Yingjie, Cao, Shijie, Li, Wei, Koike, Kazuo, Qiu, Feng
Format	Journal Article
Language	English
Published	Singapore Springer Science and Business Media LLC 01.09.2019 Springer Singapore Springer Nature B.V
Subjects	Biomedical and Life Sciences Biomedicine Cell Line, Tumor Chalcones Chalcones - chemistry Chalcones - isolation & purification Complementary & Alternative Medicine Coumarins Coumarins - chemistry Coumarins - isolation & purification D-Galactosamine ethanol Flavanones Flavanones - chemistry Flavanones - isolation & purification Flavones Flavones - chemistry Flavones - isolation & purification Flavonoids Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology Glycosides Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology Glycyrrhiza Glycyrrhiza - chemistry Glycyrrhiza uralensis Glycyrrhiza uralensis - chemistry Hep G2 Cells Hepatoma hepatoprotective effect human cell lines Humans isoflavans Isoflavones Isoflavones - chemistry Isoflavones - isolation & purification Liver cancer Medicinal Chemistry Natural products Pharmacology/Toxicology Pharmacy Phytochemicals Plant Roots Plant Roots - chemistry Plant Sciences Pterocarpans Pterocarpans - chemistry Pterocarpans - isolation & purification roots spectral analysis Toxicity Hepatoprotective activity Flavonoid Licorice Glycyrrhiza uralensis
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Abstract	Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4- O - β - d -glucopyranoside ( 1 ) and medicarpin-3- O - β - d -apiofuranosyl (1 → 2)- β - d -glucopyranoside ( 2 ), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fisch. Their structures were elucidated on the basis of spectroscopic analyses. The flavonoids were classified into ten sub-types, namely, dihydrochalcone ( 1 ), pterocarpans ( 2 – 4 ), flavones ( 5 – 6 ), flavanones ( 7 – 11 ), chalcones ( 12 – 15 ), retro-chalcones ( 16 – 18 ), isoflavans ( 19 – 21 ), isoflavones ( 22 – 28 ), 3-arylcoumarins ( 29 – 30 ), and coumestans ( 31 – 36 ). The isolated flavonoids were evaluated for in vitro hepatoprotective activity against d -galactosamine-induced toxicity in human hepatoma HepG2 cells.
AbstractList	Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside (1) and medicarpin-3-O-β-D-apiofuranosyl (1 → 2)-β-D-glucopyranoside (2), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fisch. Their structures were elucidated on the basis of spectroscopic analyses. The flavonoids were classified into ten sub-types, namely, dihydrochalcone (1), pterocarpans (2–4), flavones (5–6), flavanones (7–11), chalcones (12–15), retro-chalcones (16–18), isoflavans (19–21), isoflavones (22–28), 3-arylcoumarins (29–30), and coumestans (31–36). The isolated flavonoids were evaluated for in vitro hepatoprotective activity against D-galactosamine-induced toxicity in human hepatoma HepG2 cells. Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4- O - β - d -glucopyranoside ( 1 ) and medicarpin-3- O - β - d -apiofuranosyl (1 → 2)- β - d -glucopyranoside ( 2 ), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fisch. Their structures were elucidated on the basis of spectroscopic analyses. The flavonoids were classified into ten sub-types, namely, dihydrochalcone ( 1 ), pterocarpans ( 2 – 4 ), flavones ( 5 – 6 ), flavanones ( 7 – 11 ), chalcones ( 12 – 15 ), retro-chalcones ( 16 – 18 ), isoflavans ( 19 – 21 ), isoflavones ( 22 – 28 ), 3-arylcoumarins ( 29 – 30 ), and coumestans ( 31 – 36 ). The isolated flavonoids were evaluated for in vitro hepatoprotective activity against d -galactosamine-induced toxicity in human hepatoma HepG2 cells. Two new flavonoid glycosides, 2',4'-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside (1) and medicarpin-3-O-β-D-apiofuranosyl (1 → 2)-β-D-glucopyranoside (2), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fisch. Their structures were elucidated on the basis of spectroscopic analyses. The flavonoids were classified into ten sub-types, namely, dihydrochalcone (1), pterocarpans (2-4), flavones (5-6), flavanones (7-11), chalcones (12-15), retro-chalcones (16-18), isoflavans (19-21), isoflavones (22-28), 3-arylcoumarins (29-30), and coumestans (31-36). The isolated flavonoids were evaluated for in vitro hepatoprotective activity against D-galactosamine-induced toxicity in human hepatoma HepG2 cells.Two new flavonoid glycosides, 2',4'-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside (1) and medicarpin-3-O-β-D-apiofuranosyl (1 → 2)-β-D-glucopyranoside (2), together with 34 known flavonoids were isolated from the 75% EtOH extract of the dried roots of Glycyrrhiza uralensis Fisch. Their structures were elucidated on the basis of spectroscopic analyses. The flavonoids were classified into ten sub-types, namely, dihydrochalcone (1), pterocarpans (2-4), flavones (5-6), flavanones (7-11), chalcones (12-15), retro-chalcones (16-18), isoflavans (19-21), isoflavones (22-28), 3-arylcoumarins (29-30), and coumestans (31-36). The isolated flavonoids were evaluated for in vitro hepatoprotective activity against D-galactosamine-induced toxicity in human hepatoma HepG2 cells.
Author	Hongmin Zhang Feng Qiu Kazuo Koike Hongfeng Kan Ding Liqin Wei Li Ming Cheng Benke Jiang Yingjie Sun Cao Shijie
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Snippet	Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4- O - β - d -glucopyranoside ( 1 ) and medicarpin-3- O - β - d -apiofuranosyl (1 → 2)- β - d... Two new flavonoid glycosides, 2',4'-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside (1) and medicarpin-3-O-β-D-apiofuranosyl (1 → 2)-β-D-glucopyranoside (2),... Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4-O-β-d-glucopyranoside (1) and medicarpin-3-O-β-d-apiofuranosyl (1 → 2)-β-d-glucopyranoside (2),... Two new flavonoid glycosides, 2′,4′-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside (1) and medicarpin-3-O-β-D-apiofuranosyl (1 → 2)-β-D-glucopyranoside (2),...
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SubjectTerms	Biomedical and Life Sciences Biomedicine Cell Line, Tumor Chalcones Chalcones - chemistry Chalcones - isolation & purification Complementary & Alternative Medicine Coumarins Coumarins - chemistry Coumarins - isolation & purification D-Galactosamine ethanol Flavanones Flavanones - chemistry Flavanones - isolation & purification Flavones Flavones - chemistry Flavones - isolation & purification Flavonoids Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology Glycosides Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology Glycyrrhiza Glycyrrhiza - chemistry Glycyrrhiza uralensis Glycyrrhiza uralensis - chemistry Hep G2 Cells Hepatoma hepatoprotective effect human cell lines Humans isoflavans Isoflavones Isoflavones - chemistry Isoflavones - isolation & purification Liver cancer Medicinal Chemistry Natural products Pharmacology/Toxicology Pharmacy Phytochemicals Plant Roots Plant Roots - chemistry Plant Sciences Pterocarpans Pterocarpans - chemistry Pterocarpans - isolation & purification roots spectral analysis Toxicity
Title	Isolation, structural elucidation and in vitro hepatoprotective activity of flavonoids from Glycyrrhiza uralensis
URI	https://cir.nii.ac.jp/crid/1871146592476865664 https://link.springer.com/article/10.1007/s11418-019-01329-0 https://www.ncbi.nlm.nih.gov/pubmed/31218551 https://www.proquest.com/docview/2282121214 https://www.proquest.com/docview/2244145953 https://www.proquest.com/docview/2374190079
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