火棘果实原花青素对α-葡萄糖苷酶的抑制作用及机制的新见解
Novel Insights into the Inhibitory Effect and Mechanism of Proanthocyanidins from Pyracantha fortuneana Fruit on α-Glucosidase.
作者信息
Wei Mankun, Chai Wei-Ming, Yang Qin, Wang Rui, Peng Yiyuan
机构信息
Key Laboratory of Small Functional Organic Molecule, Ministry of Education and College of Life Science, Jiangxi Normal Univ., Nanchang, Jiangxi, 330022, China.
Key Laboratory of Green Chemistry, Jiangxi Province Nanchang, Jiangxi, 330022, China.
出版信息
J Food Sci. 2017 Oct;82(10):2260-2268. doi: 10.1111/1750-3841.13816. Epub 2017 Sep 14.
UNLABELLED
Proanthocyanidins were extracted from Pyracantha fortuneana fruit (PFF), and their structures were investigated through C nuclear magnetic resonance ( C NMR), high performance liquid chromatography (HPLC) and high resolution mass spectrometry (HRMS). The results showed that these compounds were predominantly constituted of procyanidin with A-type and B-type linkage and coexistence of procyanidins glucoside. Spectroscopy methods were used to analyze the inhibitory activity of proanthocyanidins on α-glucosidase. The results demonstrated that these compounds exhibited excellent inhibitory effect on α-glucosidase with the IC value of 0.15 ± 0.01 μg/mL, and they reversibly inhibited α-glucosidase in a non-competitive type. The fluorescence quenching analysis revealed that proanthocyanidins statically quenched the fluorescence spectra by forming an inhibitor-α-glucosidase complex. Molecular docking results further indicated that the driving powers of the interaction between proanthocyanidins and α-glucosidase were hydrogen bonds and hydrophobic force. The main inhibitory mechanism of proanthocyanidins on α-glucosidase may be due to the insertion of proanthocyanidins into the pocket of the enzyme altering the catalytic configuration of the active site in a manner, thus reducing substrate binding affinity. The findings of this work provided a new perspective that proanthocyanidins from PFF with a possibility to be used as novel natural anti-diabetic agents in functional food industries.
PRACTICAL APPLICATION
In this study, Pyracantha fortuneana fruit proanthocyanidins with a yield of 3.05% were identified for the first time as predominantly constituted of procyanidin with A-type and B-type linkage and coexistence of procyanidins glucoside. Proanthocyanidins from P. fortuneana fruit had higher anti-α-glucosidase activity value compared with positive control acarbose, which indicated that P. fortuneana fruit proanthocyanidins with a possibility to be used as novel natural antidiabetic agents in functional food industries.
未标注
从火棘果实(PFF)中提取原花青素,并通过碳核磁共振(¹³C NMR)、高效液相色谱(HPLC)和高分辨率质谱(HRMS)对其结构进行研究。结果表明,这些化合物主要由具有A型和B型连接的原花青素以及原花青素糖苷共存组成。采用光谱法分析原花青素对α-葡萄糖苷酶的抑制活性。结果表明,这些化合物对α-葡萄糖苷酶表现出优异的抑制作用,IC₅₀值为0.15±0.01 μg/mL,且它们以非竞争性类型可逆地抑制α-葡萄糖苷酶。荧光猝灭分析表明,原花青素通过形成抑制剂-α-葡萄糖苷酶复合物使荧光光谱发生静态猝灭。分子对接结果进一步表明,原花青素与α-葡萄糖苷酶之间相互作用的驱动力是氢键和疏水作用力。原花青素对α-葡萄糖苷酶的主要抑制机制可能是由于原花青素插入酶的口袋中,以某种方式改变了活性位点的催化构型,从而降低了底物结合亲和力。这项工作的发现提供了一个新的视角,即火棘果实中的原花青素有可能在功能性食品工业中用作新型天然抗糖尿病药物。
实际应用
在本研究中,首次鉴定出产量为3.05%的火棘果实原花青素主要由具有A型和B型连接的原花青素以及原花青素糖苷共存组成。与阳性对照阿卡波糖相比,火棘果实中的原花青素具有更高的抗α-葡萄糖苷酶活性值,这表明火棘果实原花青素有可能在功能性食品工业中用作新型天然抗糖尿病药物。