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

• 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
• ISSN: 1340-3443; 1861-0293; 1861-0293
• DOI: 10.1007/s11418-019-01329-0

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.