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用于从橙皮中选择性提取和纯化橙皮苷的分子印迹聚合物的制备。

Preparation of molecularly imprinted polymers for the selective extraction and purification of hesperidin from orange peels.

作者信息

Zhao Qiurui, Yu Xinyao, Liu Mengyuan, Qin Chuansen, He Yahui, Wang Suilou, Wang Haixiang

机构信息

Department of Food Nutrition and Safety, School of Engineering, China Pharmaceutical University, Jiangning District, Nanjing 211198, China.

China-Canada Joint Lab of Food Nutrition and Health (Beijing), School of Food and Health, Beijing Technology and Business University (BTBU), 11 Fucheng Road, Beijing 100048, China.

出版信息

J Chromatogr B Analyt Technol Biomed Life Sci. 2025 Sep 1;1263:124696. doi: 10.1016/j.jchromb.2025.124696. Epub 2025 Jun 4.

Abstract

Orange peels are a common by-product in the global food processing industry, leading to resource wastage and environmental pollution. They are rich in hesperidin, a flavonoid with multiple pharmacological and biological activities, possessing significant economic value. Based on this, in this study, a one-pot method was developed to create hesperidin MIPs for selective separation and purification of hesperidin from waste orange peels. To obtain the optimal MIPs, the best functional monomer was first determined through computer simulations and spectroscopic scanning, and the synthesis process was optimized. The characterization results demonstrated that the obtained MIPs, due to the presence of the functional monomer 2-vinylpyridine (2-VP), effectively adsorbs hesperidin through hydrophobic interactions and π-π stacking between the benzene ring and pyridine ring, achieving an adsorption capacity of 74.18 mg/g. MIPs exhibited excellent selectivity in the presence of two structural analogs, naringin and neohesperidin, and the imprinting factor reached 2.01. Furthermore, the MIPs exhibited excellent selectivity in the presence of structurally similar compounds within a complex matrix. In practical applications using MIPs as the adsorbent, the maximum extraction efficiency of hesperidin can reach 73.88 %, with the purity of extracted hesperidin reaching 81.24 %. After seven consecutive adsorption-desorption cycles, the adsorption capacity of MIPs for hesperidin decreased by only 1.55 mg/g. This research provides a simple and efficient integrated strategy for the separation and purification of hesperidin from orange peel waste, with great potential for commercial application.

摘要

橙皮是全球食品加工业中常见的副产品,导致资源浪费和环境污染。它们富含橙皮苷,一种具有多种药理和生物活性的黄酮类化合物,具有重要的经济价值。基于此,本研究开发了一种一锅法来制备橙皮苷分子印迹聚合物(MIPs),用于从废弃橙皮中选择性分离和纯化橙皮苷。为了获得最佳的MIPs,首先通过计算机模拟和光谱扫描确定最佳功能单体,并对合成过程进行优化。表征结果表明,由于功能单体2-乙烯基吡啶(2-VP)的存在,所制备的MIPs通过疏水相互作用以及苯环和吡啶环之间的π-π堆积有效地吸附橙皮苷,吸附容量达到74.18 mg/g。MIPs在两种结构类似物柚皮苷和新橙皮苷存在下表现出优异的选择性,印迹因子达到2.01。此外,MIPs在复杂基质中存在结构相似化合物时也表现出优异的选择性。在实际应用中,以MIPs作为吸附剂,橙皮苷的最大提取效率可达73.88%,提取的橙皮苷纯度达到81.24%。经过连续7次吸附-解吸循环后,MIPs对橙皮苷的吸附容量仅下降1.55 mg/g。本研究为从橙皮废料中分离和纯化橙皮苷提供了一种简单有效的综合策略,具有巨大的商业应用潜力。

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