New Lipidyl-Cyclodextrins Obtained by Ring Opening of Methyl Oleate Epoxide Using Ball Milling.
ball milling
cyclodextrin
host-guest chemistry
mass spectrometry
sustainability
Journal
Biomolecules
ISSN: 2218-273X
Titre abrégé: Biomolecules
Pays: Switzerland
ID NLM: 101596414
Informations de publication
Date de publication:
20 02 2020
20 02 2020
Historique:
received:
22
01
2020
revised:
14
02
2020
accepted:
15
02
2020
entrez:
26
2
2020
pubmed:
26
2
2020
medline:
27
3
2021
Statut:
epublish
Résumé
Bearing grafts based on fatty esters derivatives, lipidyl-cyclodextrins (L-CDs) are compounds able to form water-soluble nano-objects. In this context, bicatenary biobased lipidic-cyclodextrins of low DS were easily synthesized from a fatty ester epoxide by means of alternative methods (ball-milling conditions, use of enzymes). The ring opening reaction of methyl oleate epoxide needs ball-milling and is highly specific of cyclodextrins in solventless conditions. L-CDs are thus composed of complex mixtures that were deciphered by an extensive structural analysis using mainly mass spectrometry and NMR spectroscopy. In addition, as part of their potential use as vectors of active drugs, these products were submitted to an integrity study on in vitro model of the blood-brain-barrier (BBB) and the intestinal epithelium. No toxicity has been observed, suggesting that applications for the vectorization of active ingredients can be expected.
Identifiants
pubmed: 32093153
pii: biom10020339
doi: 10.3390/biom10020339
pmc: PMC7072689
pii:
doi:
Substances chimiques
Cyclodextrins
0
Epoxy Compounds
0
Esters
0
Oleic Acids
0
methyl oleate
39736AJ06R
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : SAS PIVERT
ID : ANR-001
Pays : International
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