Giffonins, Antioxidant Diarylheptanoids from Corylus avellana, and Their Ability to Prevent Oxidative Changes in Human Plasma Proteins,Journal of Natural Products

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Giffonins, Antioxidant Diarylheptanoids from Corylus avellana, and Their Ability to Prevent Oxidative Changes in Human Plasma Proteins
Journal of Natural Products ( IF 3.3 ) Pub Date : 2021-02-22 , DOI: 10.1021/acs.jnatprod.0c01251
Milena Masullo ₁ , Gianluigi Lauro ₁ , Antonietta Cerulli ₁ , Bogdan Kontek ₂ , Beata Olas ₂ , Giuseppe Bifulco ₁ , Sonia Piacente ₁ , Cosimo Pizza ₁

Affiliation

With the aim to explore the ability of diarylheptanoids to reduce oxidative changes in human plasma proteins, a phytochemical investigation of the MeOH extract of Corylus avellana leaves was perfomed. Analysis by LC-ESI/LTQOrbitrap/MS/MSⁿ guided the isolation of two new diarylheptanoid derivatives, giffonins W (1) and X (2). The structures 1 and 2 were assigned by analysis of NMR data combined with a QM (quantum mechanical)/NMR approach. The absolute configurations of 1 and 2 were established by analysis of electronic circular dichroism (ECD) spectra compared with the TDDFT-simulated curves. The antioxidant activity of the new and known giffonins was evaluated by inhibition of human plasma lipid peroxidation. Giffonins with the highest inhibitory activity were tested for their ability to reduce oxidation of thiol groups and carbonylation in plasma proteins, and some of them exhibited higher antioxidant activity than curcumin.

中文翻译：

Giffonins、来自 Corylus avellana 的抗氧化二芳基庚烷类化合物及其防止人血浆蛋白氧化变化的能力

为了探索二芳基庚烷类化合物减少人血浆蛋白氧化变化的能力，对Corylus avellana叶的 MeOH 提取物进行了植物化学研究。分析通过LC-ESI / LTQOrbitrap / MS / MS ^Ñ引导两个新的二芳基庚衍生物的分离，giffonins W（1）和X（2）。结构1和2是通过结合 QM（量子力学）/NMR 方法分析 NMR 数据确定的。1和2的绝对构型通过分析电子圆二色性 (ECD) 光谱与 TDDFT 模拟曲线来建立。通过抑制人血浆脂质过氧化来评估新的和已知的 giffonins 的抗氧化活性。测试了抑制活性最高的 Giffonins 降低血浆蛋白中硫醇基团氧化和羰基化的能力，其中一些表现出比姜黄素更高的抗氧化活性。

更新日期：2021-03-26

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