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来自爪哇白花苋花朵的新酰化黄酮苷。

New acylated flavonoid glycosides from flowers of Aerva javanica.

作者信息

Mussadiq Sara, Riaz Naheed, Saleem Muhammad, Ashraf Muhammad, Ismail Tayaba, Jabbar Abdul

机构信息

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Pakistan.

出版信息

J Asian Nat Prod Res. 2013 Jul;15(7):708-16. doi: 10.1080/10286020.2013.795553. Epub 2013 Jun 14.

DOI:10.1080/10286020.2013.795553
PMID:23768097
Abstract

Chromatographic purification of ethyl acetate soluble fraction of the methanolic extract of the flowers of Aerva javanica yielded three new acylated flavone glycosides: kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-galactoside (1), kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(3″-E-p-coumaroyl)galactoside (2), and kaempferol-3-O-β-d-[4‴-E-p-coumaroyl-α-l-rhamnosyl(1 → 6)]-(4″-E-p-coumaroyl)galactoside (3), along with p-coumaric acid (4), caffeic acid (5), gallic acid (6), eicosanyl-trans-p-coumarate (7), hexadecyl ferulate (8), and hexacosyl ferulate (9). The compounds 1-9 were characterized using 1D ((1)H, (13)C) and 2D NMR (HMQC, HMBC, and COSY) spectroscopy and mass spectrometry (EI-MS, HR-EI-MS, FAB-MS, and HR-FAB-MS) and in comparison with the reported data in the literature. Compound 1 showed weak inhibitory activity against enzymes, such as acetylcholinesterase, butyrylcholinesterase, and lipoxygenase with IC50 values 205.1, 304.1, and 212.3 μM, respectively, whereas compounds 2 and 3 were only weakly active against the enzyme acetylcholinesterase.

摘要

对爪哇白花苋花朵甲醇提取物的乙酸乙酯可溶部分进行色谱纯化,得到了三种新的酰化黄酮苷:山奈酚-3-O-β-d-[4‴-E-对香豆酰基-α-l-鼠李糖基(1→6)]-半乳糖苷(1)、山奈酚-3-O-β-d-[4‴-E-对香豆酰基-α-l-鼠李糖基(1→6)]-(3″-E-对香豆酰基)半乳糖苷(2)和山奈酚-3-O-β-d-[4‴-E-对香豆酰基-α-l-鼠李糖基(1→6)]-(4″-E-对香豆酰基)半乳糖苷(3),同时还得到了对香豆酸(4)、咖啡酸(5)、没食子酸(6)、二十烷基反式对香豆酸酯(7)、十六烷基阿魏酸酯(8)和二十六烷基阿魏酸酯(9)。通过一维((1)H、(13)C)和二维核磁共振(HMQC、HMBC和COSY)光谱以及质谱(EI-MS、HR-EI-MS、FAB-MS和HR-FAB-MS)对化合物1-9进行了表征,并与文献报道的数据进行了比较。化合物1对乙酰胆碱酯酶、丁酰胆碱酯酶和脂氧合酶等酶表现出较弱的抑制活性,IC50值分别为205.1、304.1和212.3μM,而化合物2和3仅对乙酰胆碱酯酶有较弱的活性。

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