Novel lipid‐based quaternary ammonium sophorolipid amphiphiles with antimicrobial and transfection activities
In: ChemSusChem ChemSusChem, ChemPubSoc Europe/Wiley, 2019, 12 (15), pp.3642-3653. ⟨10.1002/cssc.201900721⟩ ChemSusChem, 2019, 12 (15), pp.3642-3653. ⟨10.1002/cssc.201900721⟩; (2019-08-08)
Online
unknown
Zugriff:
International audience; Twelve new quaternary ammonium sophorolipids with long alkyl chains on the nitrogen atom were synthesized starting from oleic and petroselinic acid based sophorolipids. These novel derivatives were evaluated for their antimicrobial activity against selected Gram-negative and Gram-positive bacteria and their transfection efficacies on three different eukaryotic cell lines in vitro since good activities were demonstrated for previously synthesized derivatives. Self-assembly properties were also evaluated. All compounds proved to possess antimicrobial and transfection properties, and trends could be observed based on the length of the nitrogen substituent and the total length of the sophorolipid tail. Moreover, all long-chain quaternary ammonium sophorolipids form micelles, which proved to be a prerequisite to induce antimicrobial activity and transfection capacity. These results are promising for future healthcare applications of long-chained quaternary ammonium sophorolipids.
| Titel: |
Novel lipid‐based quaternary ammonium sophorolipid amphiphiles with antimicrobial and transfection activities
|
|---|---|
| Autor/in / Beteiligte Person: | Lozach, Olivier ; Everaert, Jonas ; Coenye, Tom ; Soetaert, Wim ; Rigole, Petra ; Kevin Van Geem ; Delbeke, Elisabeth ; Inge N. A. Van Bogaert ; Roelants, Sophie ; Montier, Tristan ; Jaffrès, Paul-Alain ; Brennich, Martha ; Berchel, Mathieu ; Stevens, Christian V. ; Baccile, Niki ; Tony Le Gall ; SynBioC Research Group [Ghent] ; Department of Sustainable Organic Chemistry and Technology, Faculty of Bioscience Engineering [Gent] ; Universiteit Gent = Ghent University [Belgium] (UGENT)-Universiteit Gent = Ghent University [Belgium] (UGENT) ; Department of Materials, Textiles and Chemical Engineering (LCT) ; Universiteit Gent = Ghent University [Belgium] (UGENT) ; Department of Biotechnology (InBio) ; Chimie, Electrochimie Moléculaires et Chimie Analytique (CEMCA) ; Université de Brest (UBO)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Brestois Santé Agro Matière (IBSAM) ; Université de Brest (UBO) ; IBISA ' SynNanoVect ' platform ; Université de Brest (UBO)-IFR148 ScInBioS ; UMR1078S-ECLA, Faculté de Médecine ; Institut National de la Santé et de la Recherche Médicale (INSERM) ; Service de génétique moléculaire et d'histocompatibilité ; Centre Hospitalier Régional Universitaire de Brest (CHRU Brest) ; Département Universitaire de Médecine Générale (DUMG) ; Laboratory of Pharmaceutical Microbiology ; European Molecular Biology Laboratory [Grenoble] (EMBL) ; Institut Laue-Langevin (ILL) ; ILL ; Spectroscopie, Modélisation, Interfaces pour L'Environnement et la Santé (LCMCP-SMiLES) ; Laboratoire de Chimie de la Matière Condensée de Paris (LCMCP) ; Institut de Chimie du CNRS (INC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Sorbonne Université (SU)-Centre National de la Recherche Scientifique (CNRS) ; Bio Base Europe Pilot Plant ; Centre for Synthetic Biology ; Universiteit Gent = Ghent University (UGENT)-Universiteit Gent = Ghent University (UGENT) ; Universiteit Gent = Ghent University (UGENT) ; Laurent, Guillaume |
| Link: | |
| Quelle: | ChemSusChem ChemSusChem, ChemPubSoc Europe/Wiley, 2019, 12 (15), pp.3642-3653. ⟨10.1002/cssc.201900721⟩ ChemSusChem, 2019, 12 (15), pp.3642-3653. ⟨10.1002/cssc.201900721⟩; (2019-08-08) |
| Veröffentlichung: | HAL CCSD, 2019 |
| Medientyp: | unknown |
| ISSN: | 1864-5631 (print) ; 1864-564X (print) |
| Schlagwort: |
|
| Sonstiges: |
|