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

Molecules

Lucio Melone¹  Manuel Petroselli¹  Nadia Pastori¹  Carlo Punta¹ 

[1] Department of Chemistry, Materials, and Chemical Engineering “G. Natta”—Politecnico di Milano, Piazza Leonardo da Vinci 32, Milano I-20133, Italy; E-Mails:

关键词: N-hydroxyphthalimide;    cyclodextrin;    polyunsaturated fatty acids;    lipid peroxidation;    reactive oxygen species;    oxidative stress;    cancer;   

DOI  :  10.3390/molecules200915881

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.