title: A new diarylheptanoid glycoside from the stem bark of Alnus hirsuta and protective effects of diarylheptanoid derivatives in human HepG2 cells.
abstract: 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-beta-D-glucopyranosyl(1-->3)-beta-D-xylopyranoside (13) and twelve diarylheptanoid derivatives, namely, oregonin (1), rubranoside A (2), hirsutanonol 5-O-beta-D-glucopyranoside (3), rubranoside B (4), rubranoside C (5), hirsutanonol (6), hirsutenone (7), (5S)-O-methylhirsutanonol (8), platyphylloside (9), platyphyllonol 5-O-beta-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 + or - 3.7% at a concentration of 10 microM).
authors.affiliation: Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University, 1 Hoegi-Dong, Seoul 130-701, Korea.
authors.forename: Daae
authors.initials: D
authors.lastname: Park
authors.forename: Hyoung Ja
authors.initials: HJ
authors.lastname: Kim
authors.forename: Seo Yun
authors.initials: SY
authors.lastname: Jung
authors.forename: Chang-Soo
authors.initials: CS
authors.lastname: Yook
authors.forename: Changbae
authors.initials: C
authors.lastname: Jin
authors.forename: Yong Sup
authors.initials: YS
authors.lastname: Lee
mesh_terms: D029661:Alnus / Q000737:chemistry* / Q000378:metabolism; D002470:Cell Survival / Q000187:drug effects; D019610:Cytoprotection; D036381:Diarylheptanoids / Q000032:analysis* / Q000302:isolation & purification / Q000494:pharmacology*; D006027:Glycosides / Q000032:analysis* / Q000302:isolation & purification / Q000494:pharmacology*; D056945:Hep G2 Cells; D022781:Hepatocytes / Q000166:cytology / Q000187:drug effects*; D006801:Humans; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D020122:tert-Butylhydroperoxide / Q000009:adverse effects
chemical_list: D036381:Diarylheptanoids; D006027:Glycosides; D020122:tert-Butylhydroperoxide