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九种从厚朴果实中分离得到的苯乙醇苷类化合物及其对抗自由基诱导氧化损伤的保护作用。

Nine phenylethanoid glycosides from Magnolia officinalis var. biloba fruits and their protective effects against free radical-induced oxidative damage.

机构信息

Institute of TCM and Natural Products, School of Pharmaceutical Sciences, Wuhan University, Wuhan 430071, P. R. China.

MOE Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Wuhan University, Wuhan 430072, P. R. China.

出版信息

Sci Rep. 2017 Mar 28;7:45342. doi: 10.1038/srep45342.

DOI:10.1038/srep45342
PMID:28349971
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5368604/
Abstract

To systematically study the chemical constituents in Magnolia officinalis var. biloba fruits, nine phenylethanoid glycosides were isolated by solvent extraction, silica gel, and preparative high-performance liquid chromatography (HPLC). Their structures were elucidated by 1D and 2D NMR analyses, including COSY, HMQC and HMBC correlations, and HPLC analysis of sugar residue. Nine phenylethanoid glycosides, namely, magnoloside I (1), magnoloside I (2), crassifolioside (3), magnoloside I (4), magnoloside III (5), magnoloside IV (6), magnoloside II (7), magnoloside II (8) and magnoloside V (9), were first isolated from the n-butanol fraction of Magnolia officinalis var. biloba fruits alcohol extract. Free radical scavenging activities of the nine phenylethanoid glycosides were assessed using the DPPH, ABTS, and superoxide anion radical scavenging assays. Simultaneously, protective effects of all compounds against free radical-induced oxidative damage were evaluated by two different kinds of mitochondrial damage model. The protective effects were assessed by mitochondrial swelling, the formations of malondialdehyde (MDA) and lipid hydroperoxide (LOOH), the activities of catalase (CAT), glutathione reductase (GR) and superoxide dismutase (SOD). All phenylethanoid glycosides showed significant protective effects.

摘要

为了系统地研究厚朴果实中的化学成分,采用溶剂萃取、硅胶和制备高效液相色谱(HPLC)分离得到了 9 种苯乙醇苷。通过 1D 和 2D NMR 分析,包括 COSY、HMQC 和 HMBC 相关,以及糖残基的 HPLC 分析,阐明了它们的结构。从厚朴果实醇提物的正丁醇部分首次分离得到 9 种苯乙醇苷,分别为厚朴苷 I(1)、厚朴苷 I(2)、厚朴苷(3)、厚朴苷 I(4)、厚朴苷 III(5)、厚朴苷 IV(6)、厚朴苷 II(7)、厚朴苷 II(8)和厚朴苷 V(9)。采用 DPPH、ABTS 和超氧阴离子自由基清除试验评估了 9 种苯乙醇苷的自由基清除活性。同时,通过两种不同类型的线粒体损伤模型评价了所有化合物对自由基诱导的氧化损伤的保护作用。通过线粒体肿胀、丙二醛(MDA)和脂质过氧化物(LOOH)形成、过氧化氢酶(CAT)、谷胱甘肽还原酶(GR)和超氧化物歧化酶(SOD)活性评估保护作用。所有苯乙醇苷均表现出显著的保护作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/01151358bd0d/srep45342-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/bc63a6229794/srep45342-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/d7260ed29fb1/srep45342-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/b1d334a018e1/srep45342-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/af9b546a9b40/srep45342-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/01151358bd0d/srep45342-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/bc63a6229794/srep45342-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/d7260ed29fb1/srep45342-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/b1d334a018e1/srep45342-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/af9b546a9b40/srep45342-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0f03/5368604/01151358bd0d/srep45342-f5.jpg

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