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鉴定石榴(Punica granatum L.)果皮抗菌活性背后的生物活性化合物——安石榴苷。

Identification of punicalagin as the bioactive compound behind the antimicrobial activity of pomegranate (Punica granatum L.) peels.

作者信息

Gosset-Erard Clarisse, Zhao Minjie, Lordel-Madeleine Sonia, Ennahar Saïd

机构信息

IPHC, UMR 7178, CNRS, Université de Strasbourg, Equipe de Chimie Analytique des Molécules Bioactives et Pharmacognosie, 74, route du Rhin, 67400 Illkirch, France.

IPHC, UMR 7178, CNRS, Université de Strasbourg, Equipe de Chimie Analytique des Molécules Bioactives et Pharmacognosie, 74, route du Rhin, 67400 Illkirch, France.

出版信息

Food Chem. 2021 Aug 1;352:129396. doi: 10.1016/j.foodchem.2021.129396. Epub 2021 Feb 23.

Abstract

Extracts from 'Zhéri' and 'Hicaznar' varieties of pomegranate, Punica granatum L., were obtained by subjecting powdered peels to extraction using water, water/ethanol (1:1; v/v), ethanol, acetone and heptane. Using the agar diffusion assay, extracts with water and/or ethanol were shown to display significant antimicrobial activity with diameters of inhibition zones up to 20 mm. Ethanolic extracts, which were the most active, were fractionated using SPE, HPLC and UHPLC, and the active compounds they contain were identified by mass spectrometry. Punicalagin, under its α and β anomeric forms, was identified as the antibacterial compound in pomegranate peel extracts. Both forms were active with MIC values between 0.3 and 1.2 µg.ml, and they easily converted from one to the other with an α/β equilibrium ratio of 3/7. Their spectrum of activity targeted 10 out of 13 Gram positive and two out of three Gram negative bacteria as well as a yeast strain.

摘要

通过对石榴(Punica granatum L.)的“泽里”(Zhéri)和“希卡兹纳尔”(Hicaznar)品种的果皮粉末分别用水、水/乙醇(1:1;v/v)、乙醇、丙酮和庚烷进行提取,获得了提取物。采用琼脂扩散法检测发现,用水和/或乙醇提取的提取物表现出显著的抗菌活性,抑菌圈直径可达20毫米。活性最强的乙醇提取物通过固相萃取(SPE)、高效液相色谱(HPLC)和超高效液相色谱(UHPLC)进行分离,并通过质谱鉴定其中所含的活性化合物。石榴皮提取物中的抗菌化合物被鉴定为α和β异头物形式的安石榴苷。两种形式均具有活性,最低抑菌浓度(MIC)值在0.3至1.2微克/毫升之间,并且它们很容易相互转化,α/β平衡比为3/7。它们的活性谱针对13种革兰氏阳性菌中的10种、3种革兰氏阴性菌中的2种以及1株酵母菌株。

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