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Molecules 2015, 20(9), 15881-15892; doi:10.3390/molecules200915881

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

1
Department of Chemistry, Materials, and Chemical Engineering "G. Natta"—Politecnico di Milano, Piazza Leonardo da Vinci 32, Milano I-20133, Italy
2
INSTM, National Consortium of Materials Science and Technology, Local Unit Politecnico di Milano, Milano 20133, Italy
3
Università Telematica e-Campus, Via Isimbardi 10, Novedrate 22060, Italy
*
Author to whom correspondence should be addressed.
Academic Editor: Raquel P. Herrera
Received: 28 July 2015 / Revised: 22 August 2015 / Accepted: 27 August 2015 / Published: 31 August 2015
(This article belongs to the Collection Recent Advances in Organocatalysis)
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Abstract

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. View Full-Text
Keywords: N-hydroxyphthalimide; cyclodextrin; polyunsaturated fatty acids; lipid peroxidation; reactive oxygen species; oxidative stress; cancer N-hydroxyphthalimide; cyclodextrin; polyunsaturated fatty acids; lipid peroxidation; reactive oxygen species; oxidative stress; cancer
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Melone, L.; Petroselli, M.; Pastori, N.; Punta, C. Functionalization of Cyclodextrins with N-Hydroxyphthalimide Moiety: A New Class of Supramolecular Pro-Oxidant Organocatalysts. Molecules 2015, 20, 15881-15892.

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