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从白车轴草的叶子中分离得到的多酚化合物的抗氧化和细胞毒性活性。

Antioxidant and cytotoxic activity of polyphenolic compounds isolated from the leaves of Leucenia leucocephala.

机构信息

Department of Pharmacognosy, Helwan University, Cairo, Egypt.

出版信息

Pharm Biol. 2011 Nov;49(11):1103-13. doi: 10.3109/13880209.2011.568623. Epub 2011 May 20.

Abstract

CONTEXT

Cancer is a serious clinical problem to the health care system. Anticancer drugs have been extracted from plants containing phenolic compounds. Leucenia species (Fabaceae) contain a variety of bioactive components of numerous biological and pharmacological properties.

OBJECTIVE

This study explored the constitutive polyphenols of Leucenia leucocephala Lam. growing in Egypt and evaluated the antioxidant and cytotoxic activity.

MATERIALS AND METHODS

Chemical structures of the isolated compounds from the leaves of L. leucocephala were established by spectral techniques (UV, (1)H, and (13)C NMR, MS).

RESULTS

Chromatographic separation of 80% MeOH extract of the leaves of L. leucocephala have resulted in a novel flavonoid-galloyl glycoside [myricetin 3-O-(2',3'4'-tri-O-galloyl)-α-L-rhamnopyranoside] with three known polyphenolic compounds isolated for the first time from this species (apigenin 7-O-β-D-glucuronopyranoside methyl ester, luteolin 7-O-β-D-glucuronopyranoside methyl ester, and 1,3,6-tri-O-galloyl-β-D-glucopyranose) and seven known previously isolated compounds. Also, 80% methanol extract exhibited high antioxidant activity (SC(50) = 3.94 µg/ml), which is correlated with its phenolic content. The extract also showed cytotoxic activity against Hep G2 (IC(50) value 1.41 µg/ml) confirming its anticancer activity against hepatocellular carcinoma. Among the tested compounds (4-8) for antioxidant property, compound 7 was the most active compound (SC(50) = 2.49 µg/ml). Also compounds 7 and 8 exhibited high cytotoxic activity (IC(50) = 2.41 and 2.81 µg/ml, respectively).

DISCUSSION AND CONCLUSION

These findings demonstrate that the leaves of L. leucocephala contain a considerable amount of polyphenolic compounds with high antioxidant properties, thus it has great potential as a source for natural health products.

摘要

背景

癌症是医疗体系面临的一个严重的临床问题。抗癌药物已经从含有酚类化合物的植物中提取出来。Leucenia 属(豆科)含有多种具有多种生物和药理活性的生物活性成分。

目的

本研究探索了生长在埃及的 Leucenia leucocephala Lam. 的组成性多酚,并评估了其抗氧化和细胞毒性活性。

材料和方法

采用光谱技术(UV、(1)H 和(13)C NMR、MS)确定从 L. leucocephala 叶中分离得到的化合物的化学结构。

结果

从 L. leucocephala 的 80%甲醇提取物的色谱分离得到了一种新型的黄酮-没食子酰基糖苷[杨梅素 3-O-(2',3',4'-三-O-没食子酰基)-α-L-鼠李吡喃糖苷],并首次从该种植物中分离出三种已知的多酚化合物(芹菜素 7-O-β-D-葡萄糖醛酸吡喃糖苷甲酯、木犀草素 7-O-β-D-葡萄糖醛酸吡喃糖苷甲酯和 1,3,6-三-O-没食子酰基-β-D-吡喃葡萄糖)和七种先前分离出的已知化合物。此外,80%甲醇提取物表现出较高的抗氧化活性(SC(50) = 3.94 µg/ml),这与其酚类含量有关。该提取物对 Hep G2 也表现出细胞毒性活性(IC(50) 值为 1.41 µg/ml),证实了其对肝癌的抗癌活性。在所测试的化合物(4-8)中,化合物 7 是最具活性的化合物(SC(50) = 2.49 µg/ml)。此外,化合物 7 和 8 表现出较高的细胞毒性活性(IC(50) = 2.41 和 2.81 µg/ml)。

讨论与结论

这些发现表明,L. leucocephala 的叶子含有大量具有高抗氧化性能的多酚类化合物,因此具有作为天然保健品来源的巨大潜力。

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