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来自长柱琉璃草的两种新型抗氧化苯丙素类化合物。

Two new antioxidant phenylpropanoids from Lindelofia stylosa.

作者信息

Choudhary M Iqbal, Begum Afshan, Abbaskhan Ahmed, Musharraf Syed Ghulam, Ejaz Asma

机构信息

H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan.

出版信息

Chem Biodivers. 2008 Dec;5(12):2676-83. doi: 10.1002/cbdv.200890221.

DOI:10.1002/cbdv.200890221
PMID:19089825
Abstract

Two new phenylpropanoids were isolated from Lindelofia stylosa (Kar. and Kir.) and characterized as 4-hydroxy-N-{4-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamido]butyl}benzamide (1) and 2-[3-hydroxy-4-(4-hydroxyphenoxy)phenyl]-1-(methoxycarbonyl)ethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate (2). Four known compounds, i.e. two phenylpropanoids, p-coumaric acid (=(E)-3-(4-hydroxyphenyl)prop-2-enoic acid; 3) and ferulic acid (=(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid; 4), and two naphthalene glycosides, 8-O-beta-D-glucopyranosyltorachrysone (5) and 8-O-beta-D-glucopyranosyl-6-demethoxytorachrysone (6), were also isolated for the first time from the plant. Compounds 1-6 were subjected to various antioxidant assays, including DPPH radical- and superoxide anion-scavenging, and Fe(2+)-chelation assays. Compound 2 was found to be most active in all assays with potency nearly similar to that of propyl gallate. Besides 2, compounds 1 and 5 were also found to be active in DPPH radical-scavenging standard assay.

摘要

从长柱风铃草(Kar.和Kir.)中分离出两种新的苯丙素类化合物,其结构鉴定为4-羟基-N-{4-[(E)-3-(4-羟基-3-甲氧基苯基)丙-2-烯酰胺基]丁基}苯甲酰胺(1)和2-[3-羟基-4-(4-羟基苯氧基)苯基]-1-(甲氧基羰基)乙基 (E)-3-(3,4-二羟基苯基)丙-2-烯酸酯(2)。还首次从该植物中分离出四种已知化合物,即两种苯丙素类化合物,对香豆酸(=(E)-3-(4-羟基苯基)丙-2-烯酸;3)和阿魏酸(=(E)-3-(4-羟基-3-甲氧基苯基)丙-2-烯酸;4),以及两种萘糖苷,8-O-β-D-吡喃葡萄糖基托拉可龙(5)和8-O-β-D-吡喃葡萄糖基-6-去甲氧基托拉可龙(6)。对化合物1-6进行了各种抗氧化试验,包括DPPH自由基清除、超氧阴离子清除和Fe(2+)螯合试验。发现化合物2在所有试验中活性最高,其效力与没食子酸丙酯几乎相似。除化合物2外,还发现化合物1和5在DPPH自由基清除标准试验中具有活性。

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