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四种欧洲李(Prunus domestica L.)品种修剪木提取物中的原花青素及其对 hLDHA 的抑制活性。

Proanthocyanidins in Pruning Wood Extracts of Four European Plum (Prunus domestica L.) Cultivars and Their hLDHA Inhibitory Activity.

机构信息

Departamento de Química Inorgánica y Orgánica, Facultad de Ciencias Experimentales, Universidad de Jaén, Campus de Excelencia Internacional Agroalimentario (ceiA3), 23071, Jaén, Spain.

出版信息

Chem Biodivers. 2023 May;20(5):e202200931. doi: 10.1002/cbdv.202200931. Epub 2023 Apr 5.

Abstract

European plum tree (Prunus domestica L.) is cultivated in many countries for its delicious and nutritive fruit and, accordingly, certain amounts of wood (from pruning works) are generated every year. The main objective of this work was to value this agricultural woody residue, for which the chemical composition of pruning wood extracts from four European plum cultivars was investigated, and the human lactate dehydrogenase A (hLDHA) inhibitory activity of plum wood extracts and pure proanthocyanidins present in those extracts was measured. For the chemical characterization, total phenolic content and DPPH radical-scavenging assays and HPLC-DAD/ESI-MS analyses were performed, the procyanidin (-)-ent-epicatechin-(2α→O→7,4α→8)-catechin (4), the phenolic glucoside (-)-annphenone (3) and the flavan-3-ol catechin (1) being the major components of the wood extracts. Some quantitative and qualitative differences were found among plum cultivars, and the content of proanthocyanidins ranged from 1.51 (cv. 'Claudia de Tolosa') to 8.51 (cv. 'De la Rosa') mg g of dry wood. For the hLDHA inhibitory activity, six wood extracts and six proanthocyanidins were evaluated by a UV spectrophotometric assay, compound 4 showing the highest inhibitory activity (IC 3.2 μM) of this enzyme involved on the excessive production of oxalate in the liver of patients affected by the rare disease Primary Hyperoxaluria.

摘要

欧洲李树(Prunus domestica L.)因其美味和营养的果实而在许多国家被广泛种植,因此每年都会产生一定数量的木材(来自修剪作业)。本工作的主要目的是评估这种农业木质残余物的价值,为此研究了四个欧洲李品种修剪木材提取物的化学成分,并测量了李木材提取物及其提取物中存在的纯原花青素对人乳酸脱氢酶 A(hLDHA)的抑制活性。为了进行化学特性分析,进行了总酚含量和 DPPH 自由基清除测定以及 HPLC-DAD/ESI-MS 分析,原花青素(-)-ent-表儿茶素-(2α→O→7,4α→8)-儿茶素(4)、酚糖苷(-)-安苯酮(3)和黄烷-3-醇儿茶素(1)是木材提取物的主要成分。在李品种之间发现了一些定量和定性差异,原花青素的含量范围为 1.51(cv. 'Claudia de Tolosa')至 8.51(cv. 'De la Rosa')mg·g 干木材。对于 hLDHA 抑制活性,通过紫外分光光度法测定了六种木材提取物和六种原花青素的活性,化合物 4 对该酶表现出最高的抑制活性(IC 3.2 μM),该酶涉及到患有罕见疾病原发性高草酸尿症的患者肝脏中草酸盐过量产生。

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