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基于分子修饰的黑米花色苷抑制油脂氧化的有效抗氧化剂。

Black Rice Anthocyanins as An Effective Antioxidant of Inhibition of Oil Oxidative Based on Molecular Modification.

机构信息

School of Food and Biology Engineering, Qiqihar University.

Engineering Research Center of Plant Food Processing Technology, Ministry of Education.

出版信息

J Oleo Sci. 2024;73(5):657-664. doi: 10.5650/jos.ess23163.

Abstract

This present work investigated the influence of black rice anthocyanins as antioxidants on the oxidation stability of oil. Malonic acid, succinic acid and succinic anhydride were grafted on black rice anthocyanins through acylation method to improve their antioxidant activity in oil. The results from fourier transform infrared spectroscopy (FTIR) showed new absorption peaks near 1744 cm and 1514 cm , which implied that malonic acid, succinic acid and succinic anhydride grafted on the -OH of glucoside and rutinoside through esterification reaction and resulted that the polarity of these were reduced. Total content of anthocyanin (TAC) decreased to 166. 3 mg/g, 163.7 mg/g and 150.2 mg/g, respectively after modification with succinic acid, malonic acid and succinic anhydride. Compared with native anthocyanins, the acylation of black rice anthocyanins partially reduced its antioxidant activity. In addition, DPPH clearance of molecular modified anthocyanins decreased to 62.6% (San-An). As revealed in the oil stability through the determination of primary oxidation products (PV) and secondary oxidation products (p-AV), Sa-An, Ma-An and San-An showed stronger antioxidant activity in Schaal oven accelerated oxidation test during 12 days than native black rice anthocyanin in both corn oil and flaxseed oil. Molecular modified black rice anthocyanins are expected to be used as colorants, antioxidants, etc. in oil-rich food.

摘要

本研究考察了黑米花色苷作为抗氧化剂对油脂氧化稳定性的影响。通过酰化法将丙二酸、琥珀酸和琥珀酸酐接枝到黑米花色苷上,以提高其在油中的抗氧化活性。傅里叶变换红外光谱(FTIR)的结果表明,在 1744cm 和 1514cm 附近出现了新的吸收峰,这表明丙二酸、琥珀酸和琥珀酸酐通过酯化反应接枝到葡萄糖苷和鼠李糖苷的-OH 上,从而降低了它们的极性。经琥珀酸、丙二酸和琥珀酸酐改性后,花色苷的总含量(TAC)分别降至 166.3mg/g、163.7mg/g 和 150.2mg/g。与天然花色苷相比,黑米花色苷的酰化部分降低了其抗氧化活性。此外,分子修饰花色苷的 DPPH 清除率降低至 62.6%(San-An)。通过测定初级氧化产物(PV)和次级氧化产物(p-AV),在 Schaal 烘箱加速氧化试验中,Sa-An、Ma-An 和 San-An 显示出比天然黑米花色苷更强的抗氧化活性,无论是在玉米油还是亚麻籽油中,均持续了 12 天。改性后的黑米花色苷有望作为油类丰富的食品中的着色剂、抗氧化剂等。

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