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异戊烯基对苯二酚的生物学效应:抗菌、卤虫和鱼类致死率测定中的构效关系研究

Biological effects of prenylated hydroquinones: structure-activity relationship studies in antimicrobial, brine shrimp, and fish lethality assays.

作者信息

De Rosa S, De Giulio A, Iodice C

机构信息

Istituto per la Chimica di Molecole di Interesse Biologico CNR, Napoli, Italy.

出版信息

J Nat Prod. 1994 Dec;57(12):1711-6. doi: 10.1021/np50114a015.

DOI:10.1021/np50114a015
PMID:7714539
Abstract

Twenty-three hydroquinone and quinone derivatives were assayed for antimicrobial effects and brine shrimp and fish lethalities, to establish relevant structure-activity relationships (SAR). Linear 2-prenyl-1,4-hydroquinones used for bioassay were obtained either by isolation from the sponge Ircinia spinosula or by synthesis. Corresponding quinones, as well as hydroquinones possessing saturated side-chains composed of one to eight isopentane units, were also synthesized and biologically evaluated. Terpenoid 1,4-benzoquinones displayed moderate antimicrobial activity against three microorganisms, SAR studies indicate the optimum length of the side-chain is in the range of five to fifteen carbon atoms.

摘要

对23种对苯二酚和醌衍生物进行了抗菌作用、卤虫和鱼类致死性测定,以建立相关的构效关系(SAR)。用于生物测定的线性2-异戊二烯基-1,4-对苯二酚可通过从海绵Ircinia spinosula中分离或合成获得。还合成了相应的醌以及具有由一至八个异戊烷单元组成的饱和侧链的对苯二酚,并进行了生物学评价。萜类1,4-苯醌对三种微生物显示出中等抗菌活性,构效关系研究表明侧链的最佳长度在五至十五个碳原子范围内。

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