Synthesis, antibiofilm activity and molecular docking of N-acylhomoserine lactones containing cinammic moieties

Bioorg Med Chem Lett. 2023 Dec 13:129592. doi: 10.1016/j.bmcl.2023.129592. Online ahead of print.ABSTRACTWe prepared a series of cinnamoyl-containing furanones by an affordable and short synthesis. The nineteen compounds hold a variety of substituents including electron-donating, electron-withdrawing, bulky and meta-substituted phenyls, as well as heterocyclic rings. Compounds showed antibiofilm activity in S. aureus, K. pneumoniae and, more pronounced, against P. aeruginosa. The disruption of quorum sensing (QS) was tested using the violacein test and molecular docking predicted the antagonism of LasR as a plausible mechanism of action. The trimethoxylated and diene derivatives showed the best antibiofilm and anti-QS properties, thus becoming candidates for further modifications.PMID:38101651 | DOI:10.1016/j.bmcl.2023.129592
Source: Bioorganic and Medicinal Chemistry Letters - Category: Chemistry Authors: Source Type: research