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从五味子果实中提取的主要花青素的结构鉴定及抗氧化特性

Structural identification and antioxidant properties of major anthocyanin extracted from Omija (Schizandra chinensis) fruit.

作者信息

Kim S-H, Joo M H, Yoo S-H

机构信息

Dept of Food Science & Technology and Carbohydrate Bioproduct Research Center, Sejong Univ, Gwangjin-Gu, Seoul, Korea.

出版信息

J Food Sci. 2009 Mar;74(2):C134-40. doi: 10.1111/j.1750-3841.2009.01049.x.

Abstract

Omija (Schizandra chinensis) is used as an ingredient in traditional medicine in East Asia. It is consumed as tea and wine and display pinkish-red color and beneficial physiological activity. However, the origin of Omija's unique color and bioactivity has not been studied extensively and its application is very limited. Thus, it was required to determine the chemical structure of major phenolic compounds of Omija fruit and evaluate their antioxidant activity. The colorants extracted from a domestic Omija cultivar were concentrated by a Sep-pak(R) Plus C(18) cartridge. A major high-performance liquid chromatography (HPLC) peak of anthocyan represented 94.1% of total absorbable compounds at 520 nm, which was further identified by LC-ESI-MS. The mass-to-charge ratio (m/z) of the major anthocyan was determined to be 727. Highly pure anthocyan fraction with a semipreparative HPLC was acid-hydrolyzed, and the sugar moieties linked to anthocyan (cyanidin) were characterized by thin layer chromatography (TLC) and high-performance anion exchange chromatography (HPAEC) analyses. The linkage patterns of sugars and core cyanidin structure were determined by (1)H- and (13)C-NMR analyses. Antioxidant activity of the extract and the purified anthocyanin was evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid) (ABTS) methods. As a result, the structure of the purified colorant was identified as Cya-3-O-xylrut. At the same molar level of the samples tested, the purified Cya-3-O-xylrut (31.2% and 39.2%) had substantially greater antioxidant activity than l-ascorbic acid (17.1% and 10.1%) from DPPH and ABTS methods, respectively. In this study, Omija colorant mostly consisted of Cya-3-O-xylrut explained 86% (DPPH) and 98% (ABTS) of total antioxidant activity derived from water extract from Omija.

摘要

五味子(北五味子)在东亚被用作传统药物的一种成分。它被制成茶和酒饮用,呈现出粉红色至红色,并具有有益的生理活性。然而,五味子独特颜色和生物活性的来源尚未得到广泛研究,其应用也非常有限。因此,需要确定五味子果实中主要酚类化合物的化学结构,并评估它们的抗氧化活性。从国内一个五味子品种中提取的色素通过Sep-pak(R) Plus C(18)柱进行浓缩。花青素的一个主要高效液相色谱(HPLC)峰在520nm处占总可吸收化合物的94.1%,通过液相色谱-电喷雾电离质谱(LC-ESI-MS)进一步鉴定。主要花青素的质荷比(m/z)测定为727。用半制备HPLC得到的高纯度花青素馏分进行酸水解,与花青素(矢车菊素)相连的糖部分通过薄层色谱(TLC)和高效阴离子交换色谱(HPAEC)分析进行表征。糖与核心矢车菊素结构的连接模式通过(1)H-和(13)C-核磁共振(NMR)分析确定。提取物和纯化花青素的抗氧化活性通过1,1-二苯基-2-苦基肼(DPPH)和2,2'-联氮-双-(3-乙基苯并噻唑啉-6-磺酸)(ABTS)方法进行评估。结果,纯化色素的结构被鉴定为矢车菊素-3-O-木糖芦丁糖苷。在测试样品的相同摩尔水平下,纯化的矢车菊素-3-O-木糖芦丁糖苷(分别通过DPPH和ABTS方法,抗氧化活性为31.2%和39.2%)比L-抗坏血酸(分别为17.1%和10.1%)具有显著更高的抗氧化活性。在本研究中,五味子色素主要由矢车菊素-3-O-木糖芦丁糖苷组成,分别解释了五味子水提取物总抗氧化活性的86%(DPPH法)和98%(ABTS法)。

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