Choudhary M Iqbal, Begum Afshan, Abbaskhan Ahmed, Musharraf Syed Ghulam, Ejaz Asma
H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan.
Chem Biodivers. 2008 Dec;5(12):2676-83. doi: 10.1002/cbdv.200890221.
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.
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。