马齿苋的化学成分及其生物活性研究

doi:10.5246/jcps.2016.12.101

中国药学(英文版) ›› 2016, Vol. 25 ›› Issue (12): 898-905.DOI: 10.5246/jcps.2016.12.101

马齿苋的化学成分及其生物活性研究

金天云, 沈涛, 周明星, 李爱玲, 封达, 郑博伦, 巩洁, 孙佳伟, 李玲玉, 向兰^*

山东大学药学院生药学研究所, 山东济南 250012

收稿日期:2016-06-22 修回日期:2016-09-19 出版日期:2016-12-21 发布日期:2016-10-18
通讯作者: Tel.: +86-0531-88382028, E-mail: xianglan02@sdu.edu.cn
基金资助:
National Natural Science Foundation of China (Grant No. 81073005), Science and Technology Development Program of Shandong Province (Grant No. 2014GSF119007), Major Project of Science and Technology of Shandong Province (Grant No. 2015ZDJS04001), Young Scholars Program of Shandong University (Grant No. YSPSDU2015WLJH50), and China-Australia Centre for Health Sciences Research (2015).

Chemical constituents from Portulaca oleracea and their bioactivities

Tianyun Jin, Tao Shen, Mingxing Zhou, Ailing Li, Da Feng, Bolun Zheng, Jie Gong, Jiawei Sun, Lingyu Li, Lan Xiang^*

Department of Pharmacognosy, School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China

Received:2016-06-22 Revised:2016-09-19 Online:2016-12-21 Published:2016-10-18
Contact: Tel.: +86-0531-88382028, E-mail: xianglan02@sdu.edu.cn
Supported by:
National Natural Science Foundation of China (Grant No. 81073005), Science and Technology Development Program of Shandong Province (Grant No. 2014GSF119007), Major Project of Science and Technology of Shandong Province (Grant No. 2015ZDJS04001), Young Scholars Program of Shandong University (Grant No. YSPSDU2015WLJH50), and China-Australia Centre for Health Sciences Research (2015).

摘要/Abstract

摘要：

对中药马齿苋的化学成分特别是有机酸类成分进行深入研究, 并对其抗炎和醌还原酶诱导活性进行筛选。通过聚酰胺、硅胶、葡聚糖凝胶等柱色谱方法进行分离纯化, 利用核磁共振波谱等数据鉴定结构。共分离鉴定了20个化合物, 分别为丁二酸 (1)、丁二酸单甲酯 (2)、L-苹果酸 (3)、L-苹果酸-1-甲酯 (4)、L-苹果酸-4-甲酯 (5)、L-苹果酸二甲酯 (6)、L-柠檬酸-6-乙酯 (7)、L-柠檬酸-1-甲酯 (8)、L-柠檬酸-1,5-二甲酯 (9)、4-羟基-5-甲基-呋喃-3-甲酸 (10)、5-羟甲基糠酸 (11)、硬脂酸 (12)、L-焦谷氨酸 (13)、环-(酪氨酸-亮氨酸) (14)、L-异亮氨酸 (15)、(−)-dehydrovomifoliol (16)、(−)-epiloliolide (17)、3,4-二羟基苯乙醇 (18)、丁二酰亚胺 (19)、尿嘧啶 (20)。其中14个化合物2, 4–8, 10, 11, 13–18为首次从马齿苋中分离得到。化合物18 (12.5 μM)具有抗炎活性, 对脂多糖诱导RAW264.7巨噬细胞中一氧化氮的产生具有强的抑制作用, 且可提高Hepa lclc7 细胞的醌还原酶活性; 化合物16 (50 μM)具有弱的醌还原酶诱导活性, 其它化合物未显示出抗炎和醌还原酶诱导活性。

关键词: 马齿苋, 化学成分, 抗炎, 醌还原酶诱导活性

Abstract:

In the present study, we aimed to intensively study the chemical constituents, especially organic acids from a medicinal plant Portulaca oleracea L., and screen their anti-inflammatory and quinone reductase (QR, a phase II detoxyfication enzyme) inductive activity. A total of 20 compounds were isolated and identified based on spectroscopic methods, as succinic acid (1), mono-methyl succinate (2), L-malic acid (3), L-1-methyl malate (4), L-4-methyl malate (5), L-dimethyl malate (6), L-6-ethyl citrate (7), L-1-methyl citrate (8), L-1,5-dimethyl citrate (9), 4-hydroxy-5-methylfuran-3-carboxylic acid (10), 5-hydroxymethyl-furoic acid (11), stearic acid (12), L-pyroglutamic acid (13), cyclo-(tyrosine-leucine) (14), L-isoleucine (15), (–)-dehydrovomifoliol (16), (–)-epiloliolide (17), 3,4-dihydroxyphenylethanol (18), succinimide (19), and uracil (20). Among them, 14 compounds (2, 4–8, 10, 11, 13–18) were isolated from P. oleracea for the first time. Compound 18 (12.5 μM) exhibited potent anti-inflammatory effect in lipopolysaccharide (LPS)-induced macrophage cells (RAW264.7) by reducing NO production, and it also increased QR activity in Hepa lclc7 cells. Compound 16 (50 μM) showed weak QR inductive activity. None of other compounds showed anti-inflammatory or QR inductive activities.

Key words: Portulaca oleracea, Chemical constituents, Anti-inflammatory, QR inductive activity

中图分类号:

R284

Supporting:

金天云, 沈涛, 周明星, 李爱玲, 封达, 郑博伦, 巩洁, 孙佳伟, 李玲玉, 向兰. 马齿苋的化学成分及其生物活性研究[J]. 中国药学(英文版), 2016, 25(12): 898-905.

Tianyun Jin, Tao Shen, Mingxing Zhou, Ailing Li, Da Feng, Bolun Zheng, Jie Gong, Jiawei Sun, Lingyu Li, Lan Xiang. Chemical constituents from Portulaca oleracea and their bioactivities[J]. Journal of Chinese Pharmaceutical Sciences, 2016, 25(12): 898-905.

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马齿苋的化学成分及其生物活性研究

Chemical constituents from Portulaca oleracea and their bioactivities

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