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九里香叶中咔唑类化合物的抗氧化活性

Antioxidative activity of carbazoles from Murraya koenigii leaves.

作者信息

Tachibana Y, Kikuzaki H, Lajis N H, Nakatani N

机构信息

Department of Home Economics, Kenmei Women's Junior College, Honmachi, Himeji, Hyogo 670-0012, Japan.

出版信息

J Agric Food Chem. 2001 Nov;49(11):5589-94. doi: 10.1021/jf010621r.

Abstract

The antioxidative properties of the leaves extracts of Murraya koenigii using different solvents were evaluated based on the oil stability index (OSI) together with their radical scavenging ability against 1-1-diphenyl-2-picrylhydrazyl (DPPH). The methylene chloride (CH(2)Cl(2)) extract and the ethyl acetate (EtOAc) soluble fraction of the 70% acetone extract significantly prolonged the OSI values comparable to those of alpha-tocopherol and BHT. Five carbazole alkaloids were isolated from the CH(2)Cl(2) extract and their structures were identified to be euchrestine B (1), bismurrayafoline E (2), mahanine (3), mahanimbicine (4), and mahanimbine (5) based on (1)H and (13)C NMR and mass (MS) spectral data. The OSI value of carbazoles at 110 degrees C decreased in the order 1 and 3 > alpha-tocopherol > BHT > 2 > 4, 5 and control. It is assumed that compounds 1 and 3 contributed to the high OSI value of the CH(2)Cl(2) extract of M. koenigii. The DPPH radical scavenging activity for these carbazoles was in the order ascorbic acid > 2 > 1, 3 and alpha-tocopherol > BHT > 4 and 5.

摘要

基于油稳定性指数(OSI)以及对1,1-二苯基-2-苦基肼(DPPH)的自由基清除能力,评估了九里香叶片提取物在不同溶剂中的抗氧化性能。二氯甲烷(CH₂Cl₂)提取物和70%丙酮提取物的乙酸乙酯(EtOAc)可溶部分显著延长了OSI值,与α-生育酚和丁基羟基甲苯(BHT)相当。从二氯甲烷提取物中分离出5种咔唑生物碱,根据¹H和¹³C核磁共振(NMR)以及质谱(MS)数据确定它们的结构分别为常春藤黄素B(1)、双九里香叶碱E(2)、马汉宁(3)、马汉尼辛(4)和马汉宁碱(5)。在110℃下,咔唑的OSI值按以下顺序降低:1和3>α-生育酚>BHT>2>4、5和对照。据推测,化合物1和3促成了九里香叶二氯甲烷提取物的高OSI值。这些咔唑对DPPH自由基的清除活性顺序为:抗坏血酸>2>1、3和α-生育酚>BHT>4和5。

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