Anti-inflammatory action of phenolic compounds from Gastrodia elata root
Anti-inflammatory action of phenolic compounds from Gastrodia elata root
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DOI：
10.1007/bf02973905
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发表时间：
2006-10-01
影响因子：
6.7
通讯作者：
Kim, Chang Jong
中科院分区：
文献类型：
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作者：
Lee, Ji Yun;Jang, Young Woon;Kim, Chang Jong
前期对天麻（GE）根（兰科）药理作用的筛选表明，甲醇（MeOH）提取物具有显著的抗炎作用。然而，GE的抗炎作用仍不清楚。本实验采用有机溶剂对GE的MeOH提取物进行分离，以抗炎活性为导向对GE进行分离。采用柱层析法从乙醚（EtOEt）和乙酸乙酯（EtOAc）馏分中分离出8种酚类化合物：4-羟基苯甲醛(1)、4-羟基苯甲醇（II）、苯甲醇（III）、双（4-羟基苯基）甲烷（IV）、4（4′-羟基苯氧基）苯甲醚(V)、4-羟基-3-甲氧基苯甲醇（VI）、4-羟基-3-甲氧基苯甲醛（VII）和4-羟基-3-甲氧基苯甲酸（VIII）。为了研究这些化合物的抗炎和抗氧化活性，我们在体内研究了它们对卡拉胶诱导的足跖水肿、花生四烯酸（AA）诱导的耳部水肿和醋酸（HAc）诱导的扭体反应的镇痛作用，在体外研究了它们对大鼠嗜碱性白血病（RBL 2H3）细胞环加氧酶（COX）活性、活性氧（ROS）生成和1,1 -二苯基-2-苦基-氢偶氮基（DPPH）清除活性的影响。这些酚类化合物不仅在体内具有抗炎和镇痛作用，而且以剂量依赖性的方式抑制COX活性和二氧化硅诱导的ROS生成。在这些酚类化合物中，化合物VII是最有效的抗炎和镇痛。化合物VII显著抑制二氧化硅诱导的ROS生成，化合物VI显著提高DPPH自由基清除活性。化合物1、11和III显著抑制COX-I和II的活性。这些结果表明，GE中酚类化合物具有抗炎作用，可能与抑制COX活性和抗氧化活性有关。通过对GE酚类衍生物抗炎作用的构效关系分析，发现苯甲醛的C-4羟基自由基和C-3甲氧基自由基均在抗炎作用中起重要作用。
Previous screening of the pharmacological action of Gastrodia elata (GE) root (Orchidaceae) showed that methanol (MeOH) extracts have significant anti-inflammatory properties. The anti-inflammatory agents of GE, however, remain unclear. In this experiment, MeOH extracts of GE were fractionated with organic solvents for the anti-inflammatory activity-guided separation of GE. Eight phenolic compounds from the ether (EtOEt) and ethyl acetate (EtOAc) fractions were isolated by column chromatography: 4-hydroxybenzaldehyde (1), 4-hydroxybenzyl alcohol (II), benzyl alcohol (III), bis-(4-hydroxyphenyl) methane (IV), 4(4'-hydroxybenzyloxy)benzyl methylether (V), 4-hydroxy-3-methoxybenzyl alcohol (VI), 4-hydroxy-3-methoxybenzaldehyde (VII), and 4-hydroxy-3-methoxybenzoic acid (VIII). To investigate the anti-inflammatory and anti-oxidant activity of these compounds, their effects on carrageenan-induced paw edema, arachidonic acid (AA)-induced ear edema and analgesic activity in acetic acid (HAc)-induced writhing response were carried out in vivo, cyclooxygenase (COX) activity, reactive oxygen species (ROS) generation in rat basophilic leukemia (RBL 2H3) cells and 1, 1-diphenyl-2-picryl-hydroazyl (DPPH) scavenging activity were determined in vitro. These phenolic compounds not only had anti-inflammatory and analgesic properties in vivo, but also inhibited COX activity and silica-induced ROS generation in a dose-dependent manner. Among these phenolic compounds, compound VII was the most potent anti-inflammatory and analgesic. Compound VII significantly inhibited silica-induced ROS generation and compound VI significantly increased DPPH radical scavenging activity. Compounds 1, 11 and III significantly inhibited the activity of COX-I and II. These results indicate that phenolic compounds of GE are anti-inflammatory, which may be related to inhibition of COX activity and to anti-oxidant activity. Consideration of the structure-activity relationship of the phenolic derivatives from GE on the anti-inflammatory action revealed that both C-4 hydroxy and C-3 methoxy radicals of benzyl alclehyde play an important role in anti-inflammatory activities.