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中国精品科技期刊2020
陈金玉,李丹,滕杰,等. 薄荷醇基低共熔剂提取皇菊叶黄素制备叶黄素-薄荷醇共晶的研究J. 食品工业科技,2026,47(16):1−12. doi: 10.13386/j.issn1002-0306.2025070224.
引用本文: 陈金玉,李丹,滕杰,等. 薄荷醇基低共熔剂提取皇菊叶黄素制备叶黄素-薄荷醇共晶的研究J. 食品工业科技,2026,47(16):1−12. doi: 10.13386/j.issn1002-0306.2025070224.
CHEN Jinyu, LI Dan, TENG Jie, et al. Study on the Extraction of Lutein from Imperial Chrysanthemum by Menthol-based Deep Eutectic Solvents to Synthesize the Lutein-menthol CocrystalJ. Science and Technology of Food Industry, 2026, 47(16): 1−12. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2025070224.
Citation: CHEN Jinyu, LI Dan, TENG Jie, et al. Study on the Extraction of Lutein from Imperial Chrysanthemum by Menthol-based Deep Eutectic Solvents to Synthesize the Lutein-menthol CocrystalJ. Science and Technology of Food Industry, 2026, 47(16): 1−12. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2025070224.

薄荷醇基低共熔剂提取皇菊叶黄素制备叶黄素-薄荷醇共晶的研究

Study on the Extraction of Lutein from Imperial Chrysanthemum by Menthol-based Deep Eutectic Solvents to Synthesize the Lutein-menthol Cocrystal

  • 摘要: 为建立一种绿色高效的天然叶黄素提取方法并提升其稳定性,本研究利用薄荷醇基低共熔剂(Deep eutectic solvents,DESs)提取皇菊叶黄素并制备叶黄素-薄荷醇共晶,通过分析提取所得叶黄素溶液的抗氧化活性、共晶稳定性及组分来评估该方法的可行性。首先比较6种DES(薄荷醇-乙酸、薄荷醇-丙酸、薄荷醇-辛酸、薄荷醇-癸酸、薄荷醇-己酸、薄荷醇-乳酸)对皇菊叶黄素的提取效率,筛选出DES-1(薄荷醇-乙酸)为最佳低共熔剂类型;再以乙醇含量、料液比、提取温度、提取时间为单因素进行考察,结合响应面法优化提取工艺,确定最佳提取条件为乙醇含量47%(V/V)、料液比1:45(g/mL)、提取温度69 ℃,此条件下叶黄素提取量达644.11±1.99 μg/g。抗氧化活性试验表明,DES-1提取制备的叶黄素溶液对羟自由基和DPPH自由基的清除率分别达77.52%、84.58%,显著高于传统乙醇提取法(P<0.01)。热稳定性实验(30 ℃/75%RH)和光稳定性(4500 Lux/25 ℃)实验结果显示,叶黄素-薄荷醇共晶的保留率均显著高于市售叶黄素,保留率分别为84.34%和33.73%,形成的共晶结构能物理阻碍氧气渗透,同时叶黄素两端的醇羟基还会与薄荷醇上羟基形成强氢键作用,从而显著提升稳定性。通过液相色谱串联质谱法(Liquid chromatography-tandem mass spectrometry,LC-MS/MS)对共晶进行组分测定,共鉴定出包括叶黄素、叶黄素棕榈酸酯等33种叶黄素种类,其中含量最高的叶黄素提取量达107.93±11.36 μg/g。本研究制备的叶黄素-薄荷醇共晶显著提高叶黄素稳定性,可为叶黄素的实际开发利用提供更多可能。

     

    Abstract: To establish an eco-friendly and efficient method for extracting natural lutein while enhancing its stability, this study employed menthol-based deep eutectic solvents (DESs) for the extraction of lutein from imperial chrysanthemum and the preparation of lutein-menthol cocrystals. The feasibility of this approach was evaluated through the analysis of the antioxidant activity of the extracted lutein solutions, as well as the stability and composition of the cocrystals. Firstly, the extraction efficiency of six DESs (menthol-acetic acid, menthol-propionic acid, menthol-octanoic acid, menthol-decanoic acid, menthol-hexanoic acid, and menthol-lactic acid) for lutein was compared, identifying DES-1 (menthol-acetic acid) as the optimal eutectic solvent. Subsequently, single-factor investigations were conducted on ethanol content, solid-to-liquid ratio, extraction temperature, and extraction time. By employing response surface methodology, the extraction process was optimized to determine the optimal conditions: an ethanol content of 47% (v/v), a solid-to-liquid ratio of 1:45 (g/mL), and an extraction temperature of 69 ℃. Under these conditions, lutein extraction achieved 644.11±1.99 μg/g. Antioxidant activity tests revealed that the lutein solution extracted using DES-1 exhibited radical scavenging rates of 77.52% against hydroxyl radicals and 84.58% against DPPH radicals, significantly higher than those obtained via conventional ethanol extraction (P<0.01). Thermal stability (30 ℃/75%RH) and photostability (4500 Lux/25 ℃) tests indicated that the retention rates of the lutein-menthol cocrystals were significantly higher than those of commercial lutein, with values of 84.34% and 33.73%, respectively. Mechanistically, the formed cocrystal structure physically impedes oxygen permeation, while the alcohol hydroxyl groups at both ends of lutein form strong hydrogen bonds with the hydroxyl group on menthol, significantly enhancing stability. The cocrystal was analyzed using liquid chromatography-tandem mass spectrometry (LC-MS/MS), which identified 33 xanthophylls, including lutein and lutein palmitate; The content of lutein extracted amounted to 107.93±11.36 μg/g. The lutein-menthol cocrystals prepared in this study significantly enhance the stability of lutein, presenting new opportunities for its practical development and utilization.

     

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