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Open AccessArticle

Synthesis and Evaluation of Saccharide-Based Aliphatic and Aromatic Esters as Antimicrobial and Antibiofilm Agents

Department of Biomolecular Sciences, University of Urbino Carlo Bo, 61029 Urbino (PU), Italy
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Authors to whom correspondence should be addressed.
This Paper is Dedicated to Prof. Giorgio Tarzia on his 80th Birthday.
Pharmaceuticals 2019, 12(4), 186; https://doi.org/10.3390/ph12040186
Received: 3 December 2019 / Revised: 13 December 2019 / Accepted: 14 December 2019 / Published: 17 December 2019
(This article belongs to the Special Issue New Tools for Medicinal Chemists)
A small library of sugar-based (i.e., glucose, mannose and lactose) monoesters containing hydrophobic aliphatic or aromatic tails were synthesized and tested. The antimicrobial activity of the compounds against a target panel of Gram-positive, Gram-negative and fungi was assessed. Based on this preliminary screening, the antibiofilm activity of the most promising molecules was evaluated at different development times of selected food-borne pathogens (E. coli, L. monocytogenes, S. aureus, S. enteritidis). The antibiofilm activity during biofilm formation resulted in the following: mannose C10 > lactose biphenylacetate > glucose C10 > lactose C10. Among them, mannose C10 and lactose biphenylacetate showed an inhibition for E. coli 97% and 92%, respectively. At MICs values, no toxicity was observed on Caco-2 cell line for all the examined compounds. Overall, based on these results, all the sugar-based monoesters showed an interesting profile as safe antimicrobial agents. In particular, mannose C10 and lactose biphenylacetate are the most promising as possible biocompatible and safe preservatives for pharmaceutical and food applications. View Full-Text
Keywords: sugar monoesters; biosurfactants; enzymatic synthesis; biocompatibility; antimicrobial agents; Minimum Inhibitory Concentration (MIC); antibiofilm agents; antifungal agents sugar monoesters; biosurfactants; enzymatic synthesis; biocompatibility; antimicrobial agents; Minimum Inhibitory Concentration (MIC); antibiofilm agents; antifungal agents
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MDPI and ACS Style

Campana, R.; Merli, A.; Verboni, M.; Biondo, F.; Favi, G.; Duranti, A.; Lucarini, S. Synthesis and Evaluation of Saccharide-Based Aliphatic and Aromatic Esters as Antimicrobial and Antibiofilm Agents. Pharmaceuticals 2019, 12, 186.

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