1005001-07-9Relevant academic research and scientific papers
α-Phenyl-N-tert-butylnitrone-type derivatives bound to β-cyclodextrins: Syntheses, thermokinetics of self-inclusion and application to superoxide spin-trapping
Bardelang, David,Charles, Laurence,Finet, Jean-Pierre,Jicsinszky, Laszlo,Karoui, Hakim,Marque, Sylvain R. A.,Monnier, Valerie,Rockenbauer, Antal,Rosas, Roseline,Tordo, Paul
, p. 9344 - 9354 (2008/09/21)
α-Phenyl-ZV-Zerr-butylnitrone (PBN) derivatives bound to β-cyclodextrin derivatives have been synthesized. Inclusion of the PBN group into the β-cyclodextrin moiety is host- and temperature-dependent. In the case of the nitrone linked to permethylated cyclodextrin (Me3CD-PBN), the thermokinetic parameters are in favour of a slow chemical exchange between a tight and a loose complex. In contrast. 2,6-di-O-Me-β-cyclodextrin-grafted PBN (Me2CD-PBN) exists either in a fast exchange or as a strongly self-associated complex. The covalent cyclodextrin - PBN compounds have been used to trap carbon and oxygen-centred free radicals. The self-associated forms of the β-CD-spin-traps are compatible with effective spin-trapping, affording spin-adducts with enhanced EPR signal intensities relative to noncovalent CD-nitrone systems or the nitrone alone. This kind of cyclodextrin-bound nitrone is the first type of covalent supramolecular spin-trap and should open new possibilities for the study of biological free radicals in vivo.
