New Lipidyl-Cyclodextrins Obtained by Ring Opening of Methyl Oleate Epoxide Using Ball Milling
Authors:
- Estefania OlivaEstefania Oliva
- David MathironDavid Mathiron
- Sébastien RigaudSébastien Rigaud
- Eric MonflierEric Monflier
- Emmanuel SevinEmmanuel Sevin
- Hervé BricoutHervé Bricout
- Sébastien TilloySébastien Tilloy
- Fabien GosseletFabien Gosselet
- Laurence FenartLaurence Fenart
- Véronique BonnetVéronique Bonnet
- Serge PilardSerge Pilard
- Florence Djedaini-PilardFlorence Djedaini-Pilard
Open Access
- 20 February 2020
- journal article
- research article
- Published by MDPI AG in Biomolecules
- Vol. 10 (2) , 339
Abstract
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.Keywords
Funding Information
- SAS PIVERT (ANR-001)
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