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来自氨茴芹胶的一种新型阿拉伯半乳聚糖的纯化、结构表征及抗氧化活性

Purification, structural characterization and antioxidant activity of a new arabinogalactan from Dorema ammoniacum gum.

作者信息

Ahmadi Elham, Rezadoost Hassan, Alilou Mostafa, Stuppner Hermann, Moridi Farimani Mahdi

机构信息

Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, Evin, Tehran, Iran.

Institute of Pharmacy/Pharmacognosy, Center for Molecular Biosciences Innsbruck, University of Innsbruck, Innrain 80/82, Innsbruck 6020, Austria.

出版信息

Int J Biol Macromol. 2022 Jan 1;194:1019-1028. doi: 10.1016/j.ijbiomac.2021.11.163. Epub 2021 Nov 27.

Abstract

Gum ammoniacum is a polymer obtained from Dorema ammoniacum and its medicinal use was already known to the ancient times. In this study, a new D. ammoniacum carbohydrate (DAC-1) with a molecular weight of 27.1 kDa was extracted by hot water and then purified on DEAE-52-cellulose and Sephadex G-100 columns. The structural features of DAC-1 were investigated by partial acid hydrolysis, fourier-transform infrared spectroscopy (FT-IR), methylation, gas chromatography-mass spectrometry (GC-MS), gas chromatography-flame ionization detection (GC-FID), and 1D and 2D nuclear magnetic resonance spectroscopy (1D & 2D NMR). The results indicated that DAC-1 was an arabinogalactan including galactose, arabinose, rhamnose, glucuronic acid and 4-O-methyl-β-d-glucopyranosyl uronic acid (meGlcpA) with a relative percentage of 44.63%, 23.30%, 13.46%. 12.47%, and 6.14%. The structure units of DAC-1 were elucidated as 3,1)-β--Galp-(6 → 1)-β--Galp-(3,6 → containing four branch chains of →1,6)-β--Galp-(3 → 1)-α--Araf-(5 → 1)-β--GlcpA-(4 → 1)-α--Rhap-T (two times), →1,6)-β--Galp-(3→1)-β--Galp-(3 → 1)-β--Galp-(3 → 1)-β--Galp-(3  →  1)-α--Araf-T and →1,6)-β--Galp-(3 → 1)-α--Araf-(5 → 1)-β--meGlcpA-T. X-ray diffraction (XRD) pattern indicated a semi-crystalline structure. Thermal behavior of the polysaccharide was evaluated by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) and revealed temperatures higher than 200 °C as dominant region of weight loss. DAC-1 showed acceptable antioxidant activity when analyzed by DPPH, ABTS, FRAP, and OH radical removal methods.

摘要

阿魏是一种从阿魏属植物中提取的聚合物,其药用价值在古代就已为人所知。在本研究中,通过热水提取了一种分子量为27.1 kDa的新型阿魏属植物碳水化合物(DAC-1),然后在DEAE-52纤维素柱和Sephadex G-100柱上进行纯化。通过部分酸水解、傅里叶变换红外光谱(FT-IR)、甲基化、气相色谱-质谱联用(GC-MS)、气相色谱-火焰离子化检测(GC-FID)以及一维和二维核磁共振光谱(1D和2D NMR)对DAC-1的结构特征进行了研究。结果表明,DAC-1是一种阿拉伯半乳聚糖,包含半乳糖、阿拉伯糖、鼠李糖、葡萄糖醛酸和4-O-甲基-β-D-吡喃葡萄糖醛酸(meGlcpA),相对含量分别为44.63%、23.30%、13.46%、12.47%和6.14%。DAC-1的结构单元被阐明为3,1)-β-Galp-(6→1)-β-Galp-(3,6→含有四条分支链的→1,6)-β-Galp-(3→1)-α-Araf-(5→1)-β-GlcpA-(4→1)-α-Rhap-T(两次)、→1,6)-β-Galp-(3→1)-β-Galp-(3→1)-β-Galp-(3→1)-β-Galp-(3→1)-α-Araf-T和→1,6)-β-Galp-(3→1)-α-Araf-(5→1)-β-meGlcpA-T。X射线衍射(XRD)图谱表明其具有半结晶结构。通过热重分析(TGA)和差示扫描量热法(DSC)对多糖的热行为进行了评估,结果显示高于200°C是主要的失重区域。通过DPPH、ABTS、FRAP和OH自由基清除方法分析时,DAC-1表现出可接受的抗氧化活性。

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