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枸杞果实中脂肪酸衍生物的新型聚吡喃葡萄糖基和聚吡喃阿拉伯糖基及其抗氧化活性。

New polyglucopyranosyl and polyarabinopyranosyl of fatty acid derivatives from the fruits of Lycium chinense and its antioxidant activity.

作者信息

Chung Ill-Min, Ali Mohd, Praveen Nagella, Yu Bo-Ra, Kim Seung-Hyun, Ahmad Ateeque

机构信息

Department of Applied Bioscience, College of Life and Environmental Sciences, Konkuk University, Seoul 143 701, South Korea.

Faculty of Pharmacy, Hamdard University, New Delhi 110 062, India.

出版信息

Food Chem. 2014 May 15;151:435-43. doi: 10.1016/j.foodchem.2013.11.061. Epub 2013 Nov 18.

Abstract

Four new compounds 3,4-dihydroxy benzoic acid 3-octadecanoyl-4-O-α-L-arabinopyranosyl (2a→1b)-2a-O-α-L-arabinopyranosyl-(2b→1c)-2b-O-α-L-arabinopyranoside (1), 2,6,10-trimethyl-n-dodec-2-en-1-oyl-1-O-α-L-arabinopyranosyl-(2a→1b)-2a-O-α-L-arabinopyranosyl-(2b→1c)-2b-O-α-L-arabinopyranosyl-(2c→1d)-2c-O-α-L-arabinopyranosyl-(2d→1e)-2d-O-α-L-arabinopyranosyl-(2e→1f)-2e-O-α-L-arabinopyranosyl-(2f→1g)-2f-O-α-L-arabinopyranoside (2), n-docos-9,12-dienoyl-α-D-glucopyranosyl-(2a→1b)-2a-O-α-D-glucopyranosyl-(2b→1c)-2b-O-α-D-glucopyranosyl-(2c→1d)-2c-O-α-D-glucopyranosyl-(2d→1e)-2d-O-α-D-glucopyranosyl-(2e→1f)-2e-O-α-D-glucopyranoside (3), β-D-glucopyranosyl-(2a→1b)-2a-O-β-L-arabinopyranosyl-(2b→1c)-2b-O-β-L-arabinopyranosyl-(2c→1d)-2c-O-β-L-arabinopyranosyl-(2d→1e)-2d-O-β-L-arabinopyranosyl-(2e→1f)-2e-O-β-L-arabinopyranoside (4) along with some know compounds, were isolated and identified from a methanol extract Lycium chinense fruits. Their structures were determined of the new compounds using one- and two-dimensional NMR spectroscopies in combination by IR, FAB/MS and HR-FAB/MS. The compounds 1-4 were investigated for the antioxidant potential using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity, reducing power and the phosphomolybdenum activity and the results demonstrate that the compounds (2 and 3) has potential as a natural antioxidant whereas the compound (4) exhibited moderate activity and the compound (1) exhibited weak antioxidant activity.

摘要

从枸杞果实甲醇提取物中分离并鉴定出四种新化合物3,4 - 二羟基苯甲酸3 - 十八烷酰基 - 4 - O - α - L - 阿拉伯吡喃糖基(2a→1b) - 2a - O - α - L - 阿拉伯吡喃糖基 - (2b→1c) - 2b - O - α - L - 阿拉伯吡喃糖基苷(1)、2,6,10 - 三甲基 - n - 十二碳 - 2 - 烯 - 1 - 酰基 - 1 - O - α - L - 阿拉伯吡喃糖基 - (2a→1b) - 2a - O - α - L - 阿拉伯吡喃糖基 - (2b→1c) - 2b - O - α - L - 阿拉伯吡喃糖基 - (2c→1d) - 2c - O - α - L - 阿拉伯吡喃糖基 - (2d→1e) - 2d - O - α - L - 阿拉伯吡喃糖基 - (2e→1f) - 2e - O - α - L - 阿拉伯吡喃糖基 - (2f→1g) - 2f - O - α - L - 阿拉伯吡喃糖基苷(2)、n - 二十二碳 - 9,12 - 二烯酰基 - α - D - 吡喃葡萄糖基 - (2a→1b) - 2a - O - α - D - 吡喃葡萄糖基 - (2b→1c) - 2b - O - α - D - 吡喃葡萄糖基 - (2c→1d) - 2c - O - α - D - 吡喃葡萄糖基 - (2d→1e) - 2d - O - α - D - 吡喃葡萄糖基 - (2e→1f) - 2e - O - α - D - 吡喃葡萄糖苷(3)、β - D - 吡喃葡萄糖基 - (2a→1b) - 2a - O - β - L - 阿拉伯吡喃糖基 - (2b→1c) - 2b - O - β - L - 阿拉伯吡喃糖基 - (2c→1d) - 2c - O - β - L - 阿拉伯吡喃糖基 - (2d→1e) - 2d - O - β - L - 阿拉伯吡喃糖基 - (2e→1f) - 2e - O - β - L - 阿拉伯吡喃糖基苷(4)以及一些已知化合物。通过一维和二维核磁共振光谱,并结合红外光谱、快原子轰击质谱和高分辨快原子轰击质谱确定了新化合物的结构。使用1,1 - 二苯基 - 2 - 苦基肼基(DPPH)自由基清除活性、还原能力和磷钼酸活性对化合物1 - 4的抗氧化潜力进行了研究,结果表明化合物(2和3)具有作为天然抗氧化剂的潜力,而化合物(4)表现出中等活性,化合物(1)表现出较弱的抗氧化活性。

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