A New Diarylheptanoid Glycoside from the Stem Bark of Alnus hirsuta and Protective Effects of Diarylheptanoid Derivatives in Human HepG2 Cells

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  • Park Daae
    Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University Doping Control Center, Research Coordination Division, Korea Institute of Science and Technology
  • Kim Hyoung Ja
    Bioanalysis and Biotransformation Research Center, Life Sciences Research Division, Korea Institute of Science and Technology
  • Jung Seo Yun
    Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University
  • Yook Chang-Soo
    Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University
  • Jin Changbae
    Doping Control Center, Research Coordination Division, Korea Institute of Science and Technology
  • Lee Yong Sup
    Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University

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To search for secondary metabolites of Alnus hirsuta (Betulaceae), various chromatographic separations of the ethyl acetate soluble fraction of the stem bark of A. hirsuta led to the isolation of a new diarylheptanoid glycoside, (3R)-1,7-bis-(4-dihydroxyphenyl)-3-heptanol 3-O-β-D-glucopyranosyl(1→3)-β-D-xylopyranoside (13) and twelve diarylheptanoid derivatives, namely, oregonin (1), rubranoside A (2), hirsutanonol 5-O-β-D-glucopyranoside (3), rubranoside B (4), rubranoside C (5), hirsutanonol (6), hirsutenone (7), (5S)-O-methylhirsutanonol (8), platyphylloside (9), platyphyllonol 5-O-β-D-xylopyranoside (10), aceroside VII (11) and platyphyllenone (12). Isolates were assessed for their hepatoprotective effects against tert-butylhydroperoxide (t-BHP)-induced toxicity in HepG2 cells. Of these isolates, compounds 1—8 showed significant hepatoprotective effects on t-BHP-induced damage to HepG2 cells, with 8 exhibiting the greatest protective effect (50.7±3.7% at a concentration of 10 μM).

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