Functionalization of cyclodextrins with N-hydroxyphthalimide moiety: A new class of supramolecular pro-oxidant organocatalysts

Lucio Melone; Manuel Petroselli; Nadia Pastori; Carlo Punta

doi:10.3390/molecules200915881

Functionalization of cyclodextrins with N-hydroxyphthalimide moiety: A new class of supramolecular pro-oxidant organocatalysts

Lucio Melone, Manuel Petroselli, Nadia Pastori, Carlo Punta

Risultato della ricerca: Contributo su rivista › Articolo in rivista › peer review

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.

Lingua originale	Inglese
pagine (da-a)	15881-15892
Numero di pagine	12
Rivista	Molecules
Volume	20
Numero di pubblicazione	9
DOI	https://doi.org/10.3390/molecules200915881
Stato di pubblicazione	Pubblicato - 1 set 2015
Pubblicato esternamente	Sì

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title = "Functionalization of cyclodextrins with N-hydroxyphthalimide moiety: A new class of supramolecular pro-oxidant organocatalysts",

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.",

keywords = "Cancer, Cyclodextrin, Iipid peroxidation, N-hydroxyphthalimide, Oxidative stress, Polyunsaturated fatty acids, Reactive oxygen species",

author = "Lucio Melone and Manuel Petroselli and Nadia Pastori and Carlo Punta",

year = "2015",

month = sep,

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doi = "10.3390/molecules200915881",

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T1 - Functionalization of cyclodextrins with N-hydroxyphthalimide moiety

T2 - A new class of supramolecular pro-oxidant organocatalysts

AU - Melone, Lucio

AU - Petroselli, Manuel

AU - Pastori, Nadia

AU - Punta, Carlo

PY - 2015/9/1

Y1 - 2015/9/1

N2 - 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.

AB - 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.

KW - Cancer

KW - Cyclodextrin

KW - Iipid peroxidation

KW - N-hydroxyphthalimide

KW - Oxidative stress

KW - Polyunsaturated fatty acids

KW - Reactive oxygen species

UR - https://www.scopus.com/pages/publications/84947997214

U2 - 10.3390/molecules200915881

DO - 10.3390/molecules200915881

M3 - Article

SN - 1420-3049

VL - 20

SP - 15881

EP - 15892

JO - Molecules

JF - Molecules

IS - 9

ER -

Functionalization of cyclodextrins with N-hydroxyphthalimide moiety: A new class of supramolecular pro-oxidant organocatalysts

Abstract

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