Phenolics from Ageratina adenophora Roots and Their Phytotoxic Effects on Arabidopsis thaliana Seed Germination and Seedling Growth

Phenolics from Ageratina adenophora Roots and Their Phytotoxic Effects on Arabidopsis thaliana Seed Germination and Seedling Growth
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紫茎泽兰根中的酚类物质及其对拟南芥种子萌发和幼苗生长的药害作用

DOI:
10.1021/jf400876j
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发表时间:
2013-12-04
影响因子:
6.1
通讯作者:
Tan, Jian-Wen
Tan, Jian-Wen
中科院分区:
农林科学1区
文献类型:
--
作者:
Zhou, Zhong-Yu;Liu, Wan-Xue;Tan, Jian-Wen

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进行了一项生物测定导向的植物化学研究,以研究入侵植物紫茎泽兰根部的潜在化感化学物质。十一种酚类化合物,包括七种新化合物,7-羟基-8,9-脱氢百里酚9-O-反式阿魏酸(1)、7-羟基百里酚9-O-反式阿魏酸(2)、7,8-二羟基百里酚9-O-反式阿魏酸(3)、7,8-二羟基百里酚9-O-顺式阿魏酸(4)、甲基从生物活性物质中分离出 (7R)-3-脱氧-4,5-环氧-D-甘露糖-2-辛糖酸 8-O-反式-对香豆酸 (5)、(7R)-3-脱氧-4,5-环氧-D-甘露糖-2-辛糖酸甲酯 8-O-顺式-对香豆酸 (6) 和 3-(2-羟苯基)丙基甲基丙二酸酯 (7)紫茎泽兰根乙醇提取物的亚组分。新结构是在详细光谱分析的基础上建立的。通过滤纸测定测试了这些化合物对拟南芥种子萌发的潜在植物毒性作用。化合物7和已知化合物3-(2-羟基苯基)-1-丙醇(8)和邻香豆酸(9)在1.0mM的浓度下显着地表现出对拟南芥种子萌发的抑制活性。化合物1、2、5、6和10在试验浓度下处理3天后表现出轻微的抑制活性,而其他化合物没有表现出明显的抑制作用。此外,还发现7-9对Ar的幼苗生长具有明显的抑制活性。在土壤培养基中培养的拟南芥。
A bioassay-directed phytochemical study was conducted to investigate potential allelochemicals in the roots of the invasive plant Ageratina adenophora. Eleven phenolic compounds, including seven new ones, 7-hydroxy-8,9-dehydrothymol 9-O-trans-ferulate (1), 7-hydroxythymol 9-O-trans-ferulate (2), 7,8-dihydroxythymol 9-O-trans-ferulate (3), 7,8-dihydroxythymol 9-O-cis-ferulate (4), methyl (7R)-3-deoxy-4,5-epoxy-D-manno-2-octulosonate 8-O-trans-p-coumarate (5), methyl (7R)-3-deoxy-4,5-epoxy-D-manno-2-octulosonate 8-O-cis-p-coumarate (6), and 3-(2-hydroxyphenyl)propyl methyl malonate (7), were isolated from a bioactive subfraction of the ethanol extract of the roots of A. adenophora. The new structures were established on the basis of detailed spectroscopic analysis. The potential phytotoxic effects of these compounds on the germination of Arabidopsis thaliana seeds were tested by a filter paper assay. Compound 7 and known compounds 3-(2-hydroxyphenyl)-1-propanol (8) and o-coumaric acid (9) remarkably showed inhibition activity against Arabidopsis seed germination at a concentration of 1.0 mM. Compounds 1, 2, 5, 6, and 10 showed slight inhibitory activity at the test concentration after treatment for 3 days, while the other compounds showed no obvious inhibitory effects. Moreover, 7-9 were further found to show obvious inhibitory activity on retarding the seedling growth of Ar. thaliana cultured in soil medium.