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

Abstract:

:Alkylglycerols (AKGs) are bioactive natural compounds that vary by alkyl chain length and degree of unsaturation, and their absolute configuration is 2S. Three AKGs (5l-5n) were synthesised in enantiomerically pure form, and were characterised for the first time together with 12 other known and naturally occurring AKGs (5a-5k, 5o). Their structures were established using 1H and 13C 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 5a-5m and 5o showed activity against five clinical isolates and P. aeruginosa 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 S. aureus biofilm formation in the range of 23%-99% and P. aeruginosa 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.

journal_name

Nat Prod Res

journal_title

Natural product research

authors

Fernández Montoya DJ,Contreras Jordan LA,Moreno-Murillo B,Silva-Gómez E,Mayorga-Wandurraga H

doi

10.1080/14786419.2019.1686370

subject

Has Abstract

pub_date

2019-11-04 00:00:00

pages

1-7

eissn

1478-6419

issn

1478-6427

pub_type

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