Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents

A small library of 6-O-sucrose monoester surfactants has been synthesized and tested against various microorganisms. The synthetic procedure involved a modified Mitsunobu reaction, which showed improved results compared to those present in the literature (higher yields and larger scope). The antifun...

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Autores principales: Verboni, Michele, Sisti, Maurizio, Campana, Raffaella, Benedetti, Serena, Palma, Francesco, Potenza, Lucia, Lucarini, Simone, Duranti, Andrea
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9966131/
https://www.ncbi.nlm.nih.gov/pubmed/37259288
http://dx.doi.org/10.3390/ph16020136
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author Verboni, Michele
Sisti, Maurizio
Campana, Raffaella
Benedetti, Serena
Palma, Francesco
Potenza, Lucia
Lucarini, Simone
Duranti, Andrea
author_facet Verboni, Michele
Sisti, Maurizio
Campana, Raffaella
Benedetti, Serena
Palma, Francesco
Potenza, Lucia
Lucarini, Simone
Duranti, Andrea
author_sort Verboni, Michele
collection PubMed
description A small library of 6-O-sucrose monoester surfactants has been synthesized and tested against various microorganisms. The synthetic procedure involved a modified Mitsunobu reaction, which showed improved results compared to those present in the literature (higher yields and larger scope). The antifungal activities of most of these glycolipids were satisfactory. In particular, sucrose palmitoleate (URB1537) showed good activity against Candida albicans ATCC 10231, Fusarium spp., and Aspergillus fumigatus IDRAH01 (MIC value: 16, 32, 64 µg/mL, respectively), and was further characterized through radical scavenging, anti-inflammatory, and biocompatibility tests. URB1537 has been shown to control the inflammatory response and to have a safe profile.
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spelling pubmed-99661312023-02-26 Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents Verboni, Michele Sisti, Maurizio Campana, Raffaella Benedetti, Serena Palma, Francesco Potenza, Lucia Lucarini, Simone Duranti, Andrea Pharmaceuticals (Basel) Article A small library of 6-O-sucrose monoester surfactants has been synthesized and tested against various microorganisms. The synthetic procedure involved a modified Mitsunobu reaction, which showed improved results compared to those present in the literature (higher yields and larger scope). The antifungal activities of most of these glycolipids were satisfactory. In particular, sucrose palmitoleate (URB1537) showed good activity against Candida albicans ATCC 10231, Fusarium spp., and Aspergillus fumigatus IDRAH01 (MIC value: 16, 32, 64 µg/mL, respectively), and was further characterized through radical scavenging, anti-inflammatory, and biocompatibility tests. URB1537 has been shown to control the inflammatory response and to have a safe profile. MDPI 2023-01-17 /pmc/articles/PMC9966131/ /pubmed/37259288 http://dx.doi.org/10.3390/ph16020136 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Verboni, Michele
Sisti, Maurizio
Campana, Raffaella
Benedetti, Serena
Palma, Francesco
Potenza, Lucia
Lucarini, Simone
Duranti, Andrea
Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title_full Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title_fullStr Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title_full_unstemmed Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title_short Synthesis and Biological Evaluation of 6-O-Sucrose Monoester Glycolipids as Possible New Antifungal Agents
title_sort synthesis and biological evaluation of 6-o-sucrose monoester glycolipids as possible new antifungal agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9966131/
https://www.ncbi.nlm.nih.gov/pubmed/37259288
http://dx.doi.org/10.3390/ph16020136
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