皱叶荚蒾的化学成分及其抗氧化活性

Chemical Constituents and Antioxidant Activity of Viburnum rhytidophyllum Hemsl

摘要:

为明确皱叶荚蒾（Viburnum rhytidophyllum Hemsl.）果实的抗氧化活性部位及其化学成分，该研究采用系统溶剂法以及硅胶、凝胶和制备型高效液相等方法对皱叶荚蒾乙醇提取物进行分离纯化，并结合波谱数据和高分辨质谱进行文献比对。同时采用DPPH法、ABTS法和PTIO法对其提取物及单体化合物的抗氧化活性进行研究。发现乙酸乙酯部位的抗氧化活性最优，正丁醇部位次之，而石油醚部位最弱。从乙酸乙酯活性部位分离得到10个单体化合物，分别鉴定为丁香脂素（1）、咖啡酸乙酯（2）、α-生育酚（3）、massonianoside E（4）、Mellein（5）、4-O-E-coumaroylarbutin（6）、4-O-Z-coumaroylarbutin（7）、6’-O-caffeoylarbutin（8）、儿茶素（9）、表儿茶素（10）。化合物1~8为苯丙素类及其衍生物，9和10为黄酮类化合物。化合物1~8、10为首次从该植物中分离得到，2~8为首次从荚蒾属植物中分离得到。每个化合物均显示出不同程度的抗氧化活性，化合物2、9和10在ABTS、DPPH、PTIO中的抗氧化活性效果均显著，以Vc为阳性对照。该研究为皱叶荚蒾果实的合理开发利用提供了科学依据。

Abstract:

To determine the antioxidant active site and chemical constituents of Viburnum rhytidophyllum Hemsl. fruits, in this study, the ethanolic extract of Viburnum rhytidophyllum Hemsl. was isolated and purified using a systematic solvent extraction method and various chromatographic techniques, including silica gel, gel chromatography, and preparative high-performance liquid chromatography (HPLC), and the spectral data combined with the high-resolution mass spectra were compared with those in the literature. Meanwhile, the antioxidant activities of the extract and its individual compounds were investigated by the DPPH, ABTS, and PTIO assays. It was found that the ethyl acetate fraction exhibited the highest antioxidant activity, followed by the butanol fraction, with the petroleum ether fraction showing the weakest activity. The 10 monomer compounds were isolated from the ethyl acetate fraction and identified as syringaresinol (1), ethyl caffeate (2), α-tocopherol (3), massonianoside E (4), Mellein (5), 4-O-E-coumaroylarbutin (6), 4-O-Z-coumaroylarbutin (7), 6’-O-caffeoylarbutin (8), catechin (9), and epicatechin (10). Compounds 1~8 belong to the phenylpropanoid class and derivatives, while compounds 9 and 10 are flavonoids. Compounds 1~8 and 10 were isolated for the first time from this plant, and compounds 2~8 were isolated for the first time from the Viburnum genus. All the compounds exhibited different degrees of antioxidant activity. Compounds 2, 9, and 10 exhibited significant antioxidant activities in the ABTS, DPPH, and PTIO assays, compared with Vc (Vitamin C) as the positive control. This study provides a scientific basis for the rational development and utilization of Viburnum rhytidophyllum Hemsl. fruits.