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天然烷基甘油的对映体合成及其抗菌和抗生物膜活性。

Enantiomeric synthesis of natural alkylglycerols and their antibacterial and antibiofilm activities.

作者信息

Fernández Montoya Deicy J, Contreras Jordan Luis A, Moreno-Murillo Bárbara, Silva-Gómez Edelberto, Mayorga-Wandurraga Humberto

机构信息

Posgrado Interfacultades de Microbiología, Facultad de Ciencias, Universidad Nacional de Colombia, Bogotá, Colombia.

Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia, Bogotá, Colombia.

出版信息

Nat Prod Res. 2021 Aug;35(15):2544-2550. doi: 10.1080/14786419.2019.1686370. Epub 2019 Nov 4.

DOI:10.1080/14786419.2019.1686370
PMID:31686540
Abstract

Alkylglycerols (AKGs) are bioactive natural compounds that vary by alkyl chain length and degree of unsaturation, and their absolute configuration is 2. Three AKGs (-) were synthesised in enantiomerically pure form, and were characterised for the first time together with 12 other known and naturally occurring AKGs (-, ). Their structures were established using H and C APT NMR with 2D-NMR, ESI-MS or HRESI-MS and optical rotation data, and they were tested for their antibacterial and antibiofilm activities. AKGs - and showed activity against five clinical isolates and ATCC 15442, with MIC values in the range of 15-125 µg/mL. In addition, at half of the MIC, most of the AKGs reduced biofilm formation in the range of 23%-99% and ATCC 15442 biofilm formation in the range of 14%-64%. The antibiofilm activity of the AKGs assessed in this work had not previously been studied.

摘要

烷基甘油(AKGs)是具有生物活性的天然化合物,其烷基链长度和不饱和度各不相同,其绝对构型为2。合成了三种对映体纯形式的AKGs(-),并首次与其他12种已知的天然存在的AKGs(-)一起进行了表征。使用H和C APT NMR以及二维NMR、ESI-MS或HRESI-MS和旋光数据确定了它们的结构,并测试了它们的抗菌和抗生物膜活性。AKGs - 和 对五种临床分离株以及ATCC 15442表现出活性,MIC值在15 - 125μg/mL范围内。此外,在MIC的一半浓度下,大多数AKGs使 生物膜形成减少23% - 99%,使ATCC 15442生物膜形成减少14% - 64%。这项工作中评估的AKGs的抗生物膜活性此前尚未被研究过。

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