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RESEARCH PRODUCT
A synergic nanoantioxidant based on covalently modified halloysite–trolox nanotubes with intra-lumen loaded quercetin
Luca ValgimigliMarina MassaroRiccardo AmoratiAndrea BaschieriSusanna GuernelliFilippo ParisiSerena RielaGiuseppe Lazzarasubject
halloysite nanotubes antioxidants peroxyl radicals quercetin Trolox synergismAntioxidantRadicalmedicine.medical_treatmentBiomedical Engineering02 engineering and technology010402 general chemistry01 natural scienceschemistry.chemical_compoundReaction rate constantmedicinehalloysite trolox release quercetin antioxidantOrganic chemistryGeneral Materials ScienceAcetonitrileSettore CHIM/02 - Chimica FisicaAutoxidationChemistryGeneral ChemistryGeneral MedicineSettore CHIM/06 - Chimica Organica021001 nanoscience & nanotechnology0104 chemical sciencesChlorobenzeneTrolox0210 nano-technologyQuercetinNuclear chemistrydescription
We describe the preparation and properties of the first example of a synergic nanoantioxidant, obtained by different functionalizations of the external surface and the inner lumen of halloysite nanotubes (HNTs). Trolox, a mimic of natural α-tocopherol, was selectively grafted on the HNT external surface; while quercetin, a natural polyphenolic antioxidant, was loaded into the inner lumen to afford a bi-functional nanoantioxidant, HNT–Trolox/Que, which was investigated for its reactivity with transient peroxyl radicals and a persistent 1,1-diphenyl-2-picrylhydrazyl (DPPH˙) radical in comparison with the corresponding mono-functional analogues HNT–Trolox and HNT/Que. Both HNT–Trolox and HNT/Que showed good antioxidant performance in the inhibited autoxidation of organic substrates; however HNT–Trolox/Que protection by reaction with peroxyl radicals was 35% higher in acetonitrile and 65% in chlorobenzene, as compared to the expected performance based on the sum of contributions of NHT-Trolox and NHT/Que. Similar enhancement was observed also in the trapping of DPPH˙ radicals. Synergism between the distinct antioxidant functions was based on the rapid reaction of externally exposed Trolox (rate constant with peroxyl radicals was 1.1 × 106 M−1 s−1 and 9 × 104 M−1 s−1 respectively in chlorobenzene and acetonitrile, at 30 °C), followed by its regeneration by quercetin released from the HNT lumen. The advantages of this novel nanoantioxidant are discussed.
year | journal | country | edition | language |
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2016-01-01 |