Antioxidant activity of compounds isolated from the pyroligneous acid, Rhizophora apiculata

Antioxidant activity of compounds isolated from the pyroligneous acid, Rhizophora apiculata
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DOI:
10.1016/j.foodchem.2007.09.044
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发表时间:
2008-04-01
期刊:
影响因子:
8.8
通讯作者:
Darah, I.
Darah, I.
中科院分区:
农林科学1区
文献类型:
--
作者:
Loo, A. Y.;Jain, K.;Darah, I.

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采用酸碱溶剂萃取法从竹荪木醋液的二氯甲烷提取物中分离得到多酚类化合物CPAE II。采用气相色谱-质谱联用技术(GC/MS)对其进行了定性和定量分析,从57个峰中鉴定出52种化合物,占总多酚的95.47%。然后通过薄层色谱法和硅胶柱色谱法分别用二氯甲烷、二氯甲烷/氯仿/乙酸乙酯混合物(8:1:1; 4:3:3,v/v/v)和乙酸乙酯将CPAE II分馏成四个级分(F1-F4)。CPAE II和馏分的抗氧化性能进行了评价。在四个组分中,组分1(F1)的DPPH自由基清除能力和钼(VI)还原能力最强。通过硅胶柱色谱法分别用己烷、己烷/乙醚混合物(9:1、6:1、3:1,v/v)和乙醚对其进行进一步纯化。通过GC/MS、H-1 NMR、C-13 NMR光谱分析分离并鉴定了2,6-二甲氧基苯酚(姜酚)和二羟基苯(邻苯二酚和3-甲氧基邻苯二酚),并通过与真实标准品的GC共注射进行了确认。丁香酚、邻苯二酚和3-甲氧基邻苯二酚分别占F1的39.08、4.21和1.10%。以DPPH自由基清除率、ABTS自由基阳离子清除率、磷钼铁还原性抗氧化能力(FRAP)为指标评价其抗氧化活性。抗氧化能力的趋势在所有四种测定中是相似的,二羟基苯> 2,6-二甲氧基苯酚,尽管二羟基苯内的排名存在差异。这三个化合物均为首次从木醋液中分离得到,具有明显的抗氧化活性。有尖的。(c)2007爱思唯尔有限公司保留所有权利。
The polyphenols (CPAE II) was isolated from the dichloromethane extract of the pyroligneous acid, Rhizophora apiculata by simultaneous acid base and solvent extraction method. Its qualitative and quantitative composition was studied by gas chromatography mass spectroscopy (GC/MS) and out of 57 peaks, 52 compounds were identified, representing 95.47% of the total polyphenols. The CPAE II was then fractionated to four fractions (F1-F4) by means of thin layer chromatography and silica gel column chromatography with dichloromethane, dichloromethane/chloroform/ethyl acetate mixture (8:1:1; 4:3:3, v/v/v), and ethyl acetate, respectively. The antioxidant properties of the CPAE II and the fractions were evaluated. Among the four fractions, fraction 1 (F1) was the most potent in DPPH radical scavenging activity and molybdenum (VI) reducing power. It was subjected to further purification by means of silica gel column chromatography with hexane, hexane/diethyl ether mixture (9:1, 6:1, 3:1, v/v), and diethyl ether, respectively. 2,6-Dimethoxyphenol (syringol) and dihydroxybenzenes (catechol and 3-methoxycatechol) were isolated and identified by GC/MS, H-1 NMR, C-13 NMR spectral analyses, and confirmed by GC co-injection with authentic standards. Syringol, catechol and 3-methoxycatechol constitute 39.08, 4.21 and 1.10% of F1, respectively. Their antioxidant activities were evaluated by DPPH radical scavenging activity, ABTS radical cation scavenging activity, phosphomolybdenum and ferric reducing antioxidant power (FRAP). The trend in antioxidant capacity was similar in all the four assays, with dihydroxybenzenes > 2,6-dimethoxyphenols, although discrepancies in the ranking within the dihydroxybenzenes were present. These three compounds which showed significant antioxidant activities were isolated for the first time from the pyroligneous acid, R. apiculata. (c) 2007 Elsevier Ltd. All rights reserved.