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基于抗氧化和α-葡萄糖苷酶抑制活性导向的芒果籽仁成分的分离与鉴定

Antioxidant and -Glucosidase Inhibitory Activities Guided Isolation and Identification of Components from Mango Seed Kernel.

作者信息

Yang Dan, Chen Xuee, Liu Xida, Han Na, Liu Zhihui, Li Sikai, Zhai Jianxiu, Yin Jun

机构信息

Department of Pharmacognosy and Utilization Key Laboratory of Northeast Plant Materials, School of Traditional Chinese Medicine, Shenyang Pharmaceutical University, Shenyang 110016, China.

出版信息

Oxid Med Cell Longev. 2020 Dec 28;2020:8858578. doi: 10.1155/2020/8858578. eCollection 2020.

DOI:10.1155/2020/8858578
PMID:33456677
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7785352/
Abstract

In the present study, petroleum ether, dichloromethane, ethyl acetate, and -butanol fractions of mango seed kernel exhibited different degrees of antioxidant and -glucosidase inhibitory activity. Thus, quantitative and qualitative analysis of the petroleum ether fraction was conducted by GC-MS. Among identified components, four unsaturated fatty acids had never been reported in natural products before, together with 19 known components. In addition, 17 compounds were isolated and elucidated from other active fractions. Compounds , , , and were isolated for the first time from genus. Compounds and exhibited prominent DPPH radical scavenging and -glucosidase inhibitory effects. In order to further explore their mechanism of -glucosidase inhibition, their enzyme kinetics and in silico modeling experiments were performed. The results indicated that inhibited -glucosidase in a noncompetitive manner, whereas acted in a competitive manner. In molecular docking, the stability of binding was enhanced by - T-shaped, -alkyl, - stacked, hydrogen bond, and electrostatic interactions. Thus, compounds and were determined to be new potent antioxidant and -glucosidase inhibitors for preventing food oxidation and enhancing hypoglycemic activity.

摘要

在本研究中,芒果种子仁的石油醚、二氯甲烷、乙酸乙酯和正丁醇馏分表现出不同程度的抗氧化和α-葡萄糖苷酶抑制活性。因此,采用气相色谱-质谱联用(GC-MS)对石油醚馏分进行了定量和定性分析。在已鉴定的成分中,有四种不饱和脂肪酸此前从未在天然产物中报道过,还有19种已知成分。此外,从其他活性馏分中分离并鉴定出了17种化合物。化合物A、B、C和D首次从该属中分离得到。化合物E和F表现出显著的1,1-二苯基-2-三硝基苯肼(DPPH)自由基清除和α-葡萄糖苷酶抑制作用。为了进一步探究它们对α-葡萄糖苷酶的抑制机制,进行了酶动力学和计算机模拟实验。结果表明,A以非竞争性方式抑制α-葡萄糖苷酶,而B以竞争性方式起作用。在分子对接中,通过π-π T形、π-烷基、π-堆积、氢键和静电相互作用增强了结合稳定性。因此,确定化合物E和F是预防食品氧化和增强降血糖活性的新型高效抗氧化剂和α-葡萄糖苷酶抑制剂。

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