Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell

Chalcones isolated from Angelica keiskei and their inhibition of IL-6 production in TNF-α-stimulated MG-63 cell
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从明日叶中分离出的查耳酮及其对 TNF-α 刺激的 MG-63 细胞中 IL-6 产生的抑制作用

DOI:
10.1007/s12272-011-0311-0
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发表时间:
2011
影响因子:
6.7
通讯作者:
E. Woo
E. Woo
中科院分区:
医学2区
文献类型:
--
作者:
Ji;Eun Jin Choi;Qinglong Jin;Hong;E. Woo

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6个查尔酮化合物,2′,4′,4-trihydroxy-3′-[2-hydroxy-7-methyl-3-methylene-6-octaenyl]chalcone(1),2‘,4’,4-三羟基-3‘-香叶基查尔酮(2),2′,4′,4-trihydroxy-3′-[6-hydroxy-3,7-dimethyl-2,7-octadienyl]chalcone(3),2′,4-dihydroxy-4′-methoxy-3′-[2-hydroperoxy-3-methyl-3-butenyl]chalcone(4),2’,4-二羟基-4‘-甲氧基-3’-香叶素查尔酮(5)和2′,4-dihydroxy-4′-methoxy-3′-[3-methyl-3-butenyl]chalcone(6)是从伞形科当归的叶中分离得到的。用光谱学方法确定了每个分离化合物的结构。其中化合物1-3对肿瘤坏死因子-α刺激的MG-63细胞产生IL-6有较强的抑制作用,而化合物4-6则无此活性。化合物1-3和4-6的显著结构差异在于查尔酮部分含有C-4‘羟基。我们的结果提示,在肿瘤坏死因子-α刺激的MG-63细胞中,查尔酮部分C-4‘羟基的存在可能影响了IL-6产生的抑制活性。
Six chalcone compounds, 2′,4′,4-trihydroxy-3′-[2-hydroxy-7-methyl-3-methylene-6-octaenyl]chalcone (1), 2′,4′,4-trihydroxy-3′-geranylchalcone (2), 2′,4′,4-trihydroxy-3′-[6-hydroxy-3,7-dimethyl-2,7-octadienyl]chalcone (3), 2′,4-dihydroxy-4′-methoxy-3′-[2-hydroperoxy-3-methyl-3-butenyl]chalcone (4), 2′,4-dihydroxy-4′-methoxy-3′-geranylchalcone (5), and 2′,4-dihydroxy-4′-methoxy-3′-[3-methyl-3-butenyl]chalcone (6) were isolated from the leaves of Angelica keiskei K (Umbelliferae). The structure of each isolated compound was determined using spectroscopic methods. Among the isolates, compounds 1–3 appeared to have potent inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell, while compounds 4–6 did not. The distinct structural difference between compounds 1–3 and 4–6 was the presence of C-4′ hydroxyl group in the chalcone moiety. Our results imply that the inhibitory activity of IL-6 production in TNF-α-stimulated MG-63 cell may be affected by the presence of C-4′ hydroxyl group in the chalcone moiety.
DOI: 10.1021/np058080d
发表时间: 2006-01-01
影响因子: 5.1
作者:
Akihisa, T;Tokuda, H;Nishino, H
通讯作者: Nishino, H