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剖析饮食中的烷基间苯二酚:分布、生物合成、提取及功能特性汇编。

Dissecting dietary alkylresorcinols: a compile of their distribution, biosynthesis, extraction and functional properties.

机构信息

Department of Chemistry, The American University in Cairo, New Cairo, Egypt.

Department of Chemistry, Menoufia University, Shebin El-Kom, Egypt.

出版信息

Crit Rev Biotechnol. 2024 Jun;44(4):581-617. doi: 10.1080/07388551.2023.2193860. Epub 2023 May 8.

DOI:10.1080/07388551.2023.2193860
PMID:37156550
Abstract

Alkylresorcinols (ARs) are natural bioactive ingredients produced by: bacteria, fungi, sponges, and higher plants, possessing a lipophilic polyphenol structure with a myriad of biological properties. Focusing on the importance of ARs, several analogs can be extracted from different natural resources. Interestingly, the composition of ARs is usually reflective of their source, with structural differences to exist among ARs isolated from different natural sources. The identified compounds from marine are distinguished by sulfur atom and disulfide bond, while the alkyl chain of bacterial homologs are recognized for their saturated fatty acid chains. ARs occurrence in fungi is still poorly documented however most of the isolated fungal molecules are characterized by a sugar unit attached to their alkylated side chains. The biosynthetic pathway of ARs is postulated a type III polyketide synthase in which the fatty-acyl chain is elongated and cyclized to generate ARs. The structure-activity relationship (SAR) has gained an increasing interest to mediate for ARs biological activities as discussed herein for the first time from their different resources. ARs extraction procedures showed much progress compared to classical methods compiling organic solvents with supercritical extraction appearing as a potential technique for producing highly purified food-grade of AR homologs. The current review also presents on the rapid qualitative and quantitative determination of ARs to increase accessibility for screening cereals as potential sources of these bioactives.

摘要

烷基间苯二酚(ARs)是由细菌、真菌、海绵和高等植物产生的天然生物活性成分,具有亲脂性多酚结构和多种生物学特性。鉴于 ARs 的重要性,几种类似物可以从不同的天然资源中提取。有趣的是,ARs 的组成通常反映了它们的来源,从不同天然来源分离得到的 ARs 之间存在结构差异。从海洋中分离得到的化合物的特点是含有硫原子和二硫键,而细菌同源物的烷基链则以其饱和脂肪酸链为特征。真菌中 ARs 的存在情况记录较少,但大多数分离得到的真菌分子的特点是其烷基侧链上连接有一个糖单元。ARs 的生物合成途径被假设为一种 III 型聚酮合酶,其中脂肪酸链被延长并环化生成 ARs。本文首次从不同资源探讨了结构-活性关系(SAR)对 ARs 生物活性的调节作用。与传统方法相比,ARs 的提取程序有了很大的改进,包括有机溶剂与超临界萃取的结合,后者似乎是生产高纯度食品级 AR 类似物的潜在技术。本综述还介绍了 ARs 的快速定性和定量测定方法,以增加筛选谷物作为这些生物活性物质潜在来源的可及性。

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