New Lipidyl-Cyclodextrins Obtained by Ring Opening of Methyl Oleate Epoxide Using Ball Milling - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Biomolecules Année : 2020

New Lipidyl-Cyclodextrins Obtained by Ring Opening of Methyl Oleate Epoxide Using Ball Milling

David Mathiron
Sébastien Rigaud
Eric Monflier
Hervé Bricout
Serge Pilard

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.
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Dates et versions

hal-02486048 , version 1 (19-07-2021)

Identifiants

  • HAL Id : hal-02486048 , version 1

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Estefania Oliva, David Mathiron, Sébastien Rigaud, Eric Monflier, Emmanuel Sevin, et al.. New Lipidyl-Cyclodextrins Obtained by Ring Opening of Methyl Oleate Epoxide Using Ball Milling. Biomolecules, 2020, Perspectives of Cyclodextrins, 10 (2), pp.1-18/339. ⟨hal-02486048⟩
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