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一种来自毛赤杨茎皮的新型二芳基庚烷糖苷及其二芳基庚烷衍生物对人肝癌HepG2细胞的保护作用。

A new diarylheptanoid glycoside from the stem bark of Alnus hirsuta and protective effects of diarylheptanoid derivatives in human HepG2 cells.

作者信息

Park Daae, Kim Hyoung Ja, Jung Seo Yun, Yook Chang-Soo, Jin Changbae, Lee Yong Sup

机构信息

Department of Pharmaceutical Science, College of Pharmacy, Kyung Hee University, 1 Hoegi-Dong, Seoul 130-701, Korea.

出版信息

Chem Pharm Bull (Tokyo). 2010 Feb;58(2):238-41. doi: 10.1248/cpb.58.238.

DOI:10.1248/cpb.58.238
PMID:20118587
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).

摘要

为了寻找毛赤杨(桦木科)的次生代谢产物,对毛赤杨茎皮乙酸乙酯可溶部分进行了各种色谱分离,从中分离出一种新的二芳基庚烷糖苷,(3R)-1,7-双-(4-二羟基苯基)-3-庚醇3-O-β-D-吡喃葡萄糖基(1→3)-β-D-吡喃木糖苷(13)以及十二种二芳基庚烷衍生物,即俄勒冈宁(1)、红杉糖苷A(2)、毛赤杨醇5-O-β-D-吡喃葡萄糖苷(3)、红杉糖苷B(4)、红杉糖苷C(5)、毛赤杨醇(6)、毛赤杨烯酮(7)、(5S)-O-甲基毛赤杨醇(8)、宽叶山萮菜苷(9)、宽叶山萮菜醇5-O-β-D-吡喃木糖苷(10)、槭树苷VII(11)和宽叶山萮菜烯酮(12)。评估了这些分离物对叔丁基过氧化氢(t-BHP)诱导的HepG2细胞毒性的肝保护作用。在这些分离物中,化合物1-8对t-BHP诱导的HepG2细胞损伤显示出显著的肝保护作用,其中8在浓度为μM时表现出最大的保护作用(50.7±3.7%)。

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