采用NMR、LC-IT-TOF/MS/MS和MALDI-TOF质谱法分离鉴定黑檀原花青素

Ai-Dong Sun, Yue Zhu, Yu-long Wei, Jia-ying Zhang, Nan Zhang, Yu-qing Lei, Zhilin Gan, Sift Desk Journals Open Access Journals
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引用次数: 5

摘要

将黑果野莓原花青素(Amps)分为乙酸乙酯相提取液(E-Amps)、水相提取液(W-Amps)和甲醇相提取液(M-Amps)三个部分。采用Sephadex LH-20柱层析和反相制备高效液相色谱法从E-Amps中分离得到黄烷-3-醇单体和低聚原花青素。H和C核磁共振分析鉴定出5种黄烷-3-醇单体和低聚原花青素:(+)儿茶素、(-)表儿茶素、原花青素B2 [EC-(4β→8)-EC]、原花青素B1 [EC-(4β→8)-C]和原花青素C1 [EC-(4β→8)-EC-(4β→8)-EC]。MALDI-TOF-MS分析表明,聚合物Amps的结构单元由b型键连接,仅含有儿茶素和表儿茶素。此外,聚合度从五聚体到二十二聚体。5种黄烷-3-醇单体和低聚原花青素具有较强的抗氧化活性。DPPH和ABTS对自由基的清除能力依次为:黄烷-3-醇单体>二聚原花青素>三聚原花青素>抗坏血酸。然而,FRAP值随着聚合程度的增加而增加。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Isolation and Identification of procyanidins in Aronia Melanocarpa Using NMR, LC-IT-TOF/MS/MS and MALDI-TOF MS
Aronia melanocarpa berries procyanidins (Amps) were divided in three fractions: ethyl acetate phase extract of Amps (E-Amps), aqueous phase extract of Amps (W-Amps), and methanol phase extract of Amps (M-Amps). Flavan-3-ol monomers and oligomeric procyanidins were isolated from E-Amps using Sephadex LH-20 column chromatography and reversed-phase preparative HPLC. H and C NMR analyses indicated five flavan-3-ol monomers and oligomeric procyanidins: (+)catechin, (‒)epicatechin, procyanidin B2 [EC-(4β→8)-EC], procyanidin B1 [EC-(4β→8)-C], and procyanidin C1 [EC-(4β→8)-EC-(4β→8)-EC]. MALDI-TOF-MS analysis demonstrated that the structure units of polymeric Amps, which were linked by B-type bonds, contained only catechin and epicatechin. In addition, the degree of polymerization was from pentamer to twenty-two polymer. Five flavan-3-ol monomers and oligomeric procyanidins had strong antioxidant activities. The DPPH and ABTS free-radical scavenging capacities followed the order: flavan-3-ol monomers > dimeric procyanidins > trimeric procyanidins > ascorbic acid. However, FRAP values increased with a degree of polymerization.
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