Anti-inflammatory and free radial scavenging activities of the constituents isolated from Machilus zuihoensis.

Anti-inflammatory and free radial scavenging activities of the constituents isolated from Machilus zuihoensis.
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DOI:
10.3390/molecules16119451
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发表时间:
2011-11-10
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Lee MH
Lee MH
中科院分区:
其他
文献类型:
--
作者:
Mao YW;Tseng HW;Liang WL;Chen IS;Chen ST;Lee MH

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一个新的双黄酮苷-3-O-β-D-吡喃葡萄糖苷-(3‘-→O-3‴)-栎素-3-O-β-D-半乳糖苷(9)和8个已知化合物均为首次从桦树叶中分离得到。化合物9的结构通过各种类型的波谱数据分析得到确定。生物活性分析发现,化合物9具有明显的超氧阴离子清除活性(IC_(50)为30.4μM),并显著抑制脂多糖诱导的高迁移率族蛋白1(HMGB-1)的分泌。此外,槲皮苷(3)、咖啡酸乙酯(6)和3-O-咖啡酰奎宁酸乙酯(7)也能抑制HMGB-1蛋白的分泌。在脂多糖刺激的诱导型一氧化氮合酶(INOS)激活分析中,两个已知的化合物--槲皮素(1)和咖啡酸乙酯(6)能显著抑制RAW264.7细胞产生一氧化氮(IC50值分别为27.6和42.9μM)。此外,在脂多糖处理RAW264.7细胞过程中,咖啡酸乙酯(6)下调了诱导型一氧化氮合酶、IL-1β和IL-10mRNA的表达,这是通过抑制NF-κB途径实现的。这些结果首次表明新化合物9等化合物具有潜在的抗炎和清除超氧阴离子的作用。这些成分可能对治疗各种炎症性疾病有用。
A new biflavonol glycoside, quercetin-3-O-β-D-glucopyranoside-(3′→O-3‴)- quercetin-3-O-β-D-galactopyranoside (9), together with eight known compounds was isolated for the first time from the leaves of Machilus zuihoensis Hayata (Lauraceae). The structure of compound 9 was elucidated by various types of spectroscopic data analysis. Analysis of the biological activity assay found that compound 9 showed significant superoxide anion scavenging activity (IC50 is 30.4 μM) and markedly suppressed LPS-induced high mobility group box 1 (HMGB-1) protein secretion in RAW264.7 cells. In addition, the HMGB-1 protein secretion was also inhibited by quercitrin (3), ethyl caffeate (6), and ethyl 3-O-caffeoylquinate (7) treatment. In the LPS-stimulated inducible nitric oxide synthase (iNOS) activation analysis, two known compounds, quercetin (1) and ethyl caffeate (6), were found to markedly suppress nitric oxide (NO) production (IC50 value, 27.6 and 42.9 μM, respectively) in RAW264.7 cells. Additionally, it was determined that ethyl caffeate (6) down-regulated mRNA expressions of iNOS, IL-1β, and IL-10 in the LPS-treatment of RAW264.7 cells via a suppressed NF-κB pathway. These results suggested for the first time that the new compound 9 and other constituents isolated from M. zuihoensis have potential anti-inflammatory and superoxide anion scavenging effects. These constituents may be useful for treating various inflammatory diseases.
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