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UHPLC-MS 代谢组指纹图谱:安第斯物种 Tetraglochin ameghinoi(Speg.)Speg. 主要化合物的分离及抗氧化活性

UHPLC-MS Metabolome Fingerprinting: The Isolation of Main Compounds and Antioxidant Activity of the Andean Species Tetraglochin ameghinoi (Speg.) Speg.

机构信息

Instituto de Biotecnología-Instituto de Ciencias Básicas, Universidad Nacional de San Juan, Av. Li bertador General San Martín 1109 (O), San Juan CP5400, Argentina.

Instituto de Farmacia, Facultad de Ciencias, Universidad Austral de Chile, Campus Isla Teja, Valdivia 5090000, Chile.

出版信息

Molecules. 2018 Mar 29;23(4):793. doi: 10.3390/molecules23040793.

DOI:10.3390/molecules23040793
PMID:29596368
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017344/
Abstract

The seriated extracts of petroleum ether (PE-E), dichloromethane (DCM-E) and methanol extracts (MeOH-E) from the aerial parts of the native South American plant (Rosaceae), were evaluated regarding their antioxidant and antibacterial activities. The antioxidant properties were evaluated by free radical scavenging methods (DPPH and TEAC), ferric-reducing antioxidant power (FRAP) and lipoperoxidation in erythrocytes (LP), while the antibacterial activity was performed against Gram-positive and Gram-negative bacteria according to the Clinical and Laboratory Standards Institute (CLSI) guidelines. The chemical and biological analyses of this plant are very important since this bush is currently used in traditional medicine as a cholagogue and digestive. The polar MeOH-E showed the highest antioxidant activities (17.70 µg/mL in the DPPH assay, 381.43 ± 22.38 mM TE/g extract in the FRAP assay, 387.76 ± 91.93 mg TE/g extract in the TEAC assay and 93.23 + 6.77% in the LP assay) and it was selected for chromatographic isolation of its components. These components were found to be four acetophenones, including the new phloracetophenone glucoside: 4',6',-dihydroxy-2'--(6″-acetyl)--d-glucopyranosylacetophenone or IUPAC name: (6-(2-acetyl-3,5-dihydroxyphenoxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl acetate, whose structure was elucidated by NMR and MS methods. In addition, twenty-six compounds, including five of these acetophenone derivatives, two sugars, six flavonoids, eleven phenolic acids and two triterpenes, were identified based on UHPLC-OT-MS and PDA analysis on the MeOH-E. The results support the medicinal use of the plant.

摘要

从南美本土植物(蔷薇科)的地上部分提取的石油醚(PE-E)、二氯甲烷(DCM-E)和甲醇提取物(MeOH-E),对其抗氧化和抗菌活性进行了评估。抗氧化性能通过自由基清除方法(DPPH 和 TEAC)、铁还原抗氧化能力(FRAP)和红细胞中的脂质过氧化(LP)进行评估,而抗菌活性则根据临床和实验室标准协会(CLSI)指南针对革兰氏阳性和革兰氏阴性细菌进行。由于这种灌木目前在传统医学中被用作利胆剂和消化剂,因此对这种植物进行化学和生物学分析非常重要。极性 MeOH-E 显示出最高的抗氧化活性(DPPH 测定中为 17.70 µg/mL,FRAP 测定中为 381.43 ± 22.38 mM TE/g 提取物,TEAC 测定中为 387.76 ± 91.93 mg TE/g 提取物,LP 测定中为 93.23 ± 6.77%),因此被选中用于其成分的色谱分离。这些成分被发现是四种苯乙酮,包括新的苯乙酮葡萄糖苷:4',6',-二羟基-2'--(6″-乙酰)--d-吡喃葡萄糖基苯乙酮或 IUPAC 名称:(6-(2-乙酰基-3,5-二羟基苯氧基)-3,4,5-三羟基四氢-2H-吡喃-2-基)甲基乙酸酯,其结构通过 NMR 和 MS 方法阐明。此外,基于 UHPLC-OT-MS 和 MeOH-E 上的 PDA 分析,共鉴定出 26 种化合物,包括这 5 种苯乙酮衍生物、2 种糖、6 种类黄酮、11 种酚酸和 2 种三萜。结果支持植物的药用用途。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/28506dc0d0ec/molecules-23-00793-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/c6b445793fef/molecules-23-00793-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/65e88af0a484/molecules-23-00793-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/28506dc0d0ec/molecules-23-00793-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/c6b445793fef/molecules-23-00793-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/65e88af0a484/molecules-23-00793-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1760/6017344/28506dc0d0ec/molecules-23-00793-g003.jpg

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