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Synthesis of a calix[4]arene derivative exposing multiple units of fucose and preliminary investigation as a potential broad-spectrum antibiofilm agent

Journal

CARBOHYDRATE RESEARCH
Volume 476, Issue -, Pages 60-64

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2019.03.005

Keywords

Fucosyl-calix[4]arene derivative; Fucosyl-phenetidine derivative; Bacterial biofilm inhibition; Pseudomonas aeruginosa; Staphylococcus epidermidis

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Calix[4]arene derivative (1), bearing four alpha-L-C-fucosyl units linked via a flexible spacer, and a monomeric analogous (2) bearing a single moiety of fucose, were synthesized. Compounds 1 and 2 were assayed for anti-biofilm activity against Pseudomonas aeruginosa (Gram-) and Staphylococcus epidermidis (Gram+). The macro-cyclic compound 1 showed very high percentage of biofilm inhibition against two different bacterial strains while compound 2, which does not possess a macrocyclic structure, showed only moderate biofilm inhibition against P. aeruginosa and no biofilm inhibition against S. epidermidis. The fucose multivalent derivative could be a new broad-spectrum antibiofilm agent.

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