Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts

N-hydroxyphthalimide (NHPI) is an organocatalyst for free-radical processes able to promote the aerobic oxidation of a wide range of organic substrates. In particular, NHPI can catalyze the hydroperoxidation of polyunsaturated fatty acids (PUFA). This property could be of interest for biological app...

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Detalles Bibliográficos
Autores principales: Melone, Lucio, Petroselli, Manuel, Pastori, Nadia, Punta, Carlo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332168/
https://www.ncbi.nlm.nih.gov/pubmed/26334267
http://dx.doi.org/10.3390/molecules200915881
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author Melone, Lucio
Petroselli, Manuel
Pastori, Nadia
Punta, Carlo
author_facet Melone, Lucio
Petroselli, Manuel
Pastori, Nadia
Punta, Carlo
author_sort Melone, Lucio
collection PubMed
description N-hydroxyphthalimide (NHPI) is an organocatalyst for free-radical processes able to promote the aerobic oxidation of a wide range of organic substrates. In particular, NHPI can catalyze the hydroperoxidation of polyunsaturated fatty acids (PUFA). This property could be of interest for biological applications. This work reports the synthesis of two β-cyclodextrin derivatives (CD5 and CD6) having a different degree of methylation and bearing a NHPI moiety. These compounds, having different solubility in water, have been successfully tested for the hydroperoxidation of methyl linoleate, chosen as the PUFA model molecule.
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spelling pubmed-63321682019-01-24 Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts Melone, Lucio Petroselli, Manuel Pastori, Nadia Punta, Carlo Molecules Article N-hydroxyphthalimide (NHPI) is an organocatalyst for free-radical processes able to promote the aerobic oxidation of a wide range of organic substrates. In particular, NHPI can catalyze the hydroperoxidation of polyunsaturated fatty acids (PUFA). This property could be of interest for biological applications. This work reports the synthesis of two β-cyclodextrin derivatives (CD5 and CD6) having a different degree of methylation and bearing a NHPI moiety. These compounds, having different solubility in water, have been successfully tested for the hydroperoxidation of methyl linoleate, chosen as the PUFA model molecule. MDPI 2015-08-31 /pmc/articles/PMC6332168/ /pubmed/26334267 http://dx.doi.org/10.3390/molecules200915881 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Melone, Lucio
Petroselli, Manuel
Pastori, Nadia
Punta, Carlo
Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title_full Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title_fullStr Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title_full_unstemmed Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title_short Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts
title_sort functionalization of cyclodextrins with n-hydroxyphthalimide moiety: a new class of supramolecular pro-oxidant organocatalysts
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332168/
https://www.ncbi.nlm.nih.gov/pubmed/26334267
http://dx.doi.org/10.3390/molecules200915881
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