Synthesis and antioxidant activity of new homocarnosine beta-cyclodextrin conjugates. (Articolo in rivista)

Type
Label
  • Synthesis and antioxidant activity of new homocarnosine beta-cyclodextrin conjugates. (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.ejmech.2006.12.036 (literal)
Alternative label
  • Amorini AM, Bellia F, Di Pietro V, Giardina B, La Mendola D, Lazzarino G, Sortino S, Tavazzi B, Rizzarelli E, Vecchio G. (2007)
    Synthesis and antioxidant activity of new homocarnosine beta-cyclodextrin conjugates.
    in European journal of medicinal chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Amorini AM, Bellia F, Di Pietro V, Giardina B, La Mendola D, Lazzarino G, Sortino S, Tavazzi B, Rizzarelli E, Vecchio G. (literal)
Pagina inizio
  • 910 (literal)
Pagina fine
  • 920 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 42 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • AM Amorini, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy F. Bellia, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy G. Lazzarino, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy S. Sortino, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy E. Rizzarelli, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy G. Vecchio, Dipartimento di Scienze Chimiche, Universita` di Catania, Italy V. Di Pietro, Istituto di Biochimica e Biochimica Clinica, Universita` Cattolica ''Sacro Cuore'', Roma, Italy B. Giardina, Istituto di Biochimica e Biochimica Clinica, Universita` Cattolica ''Sacro Cuore'', Roma, Italy B. Tavazzi, Istituto di Biochimica e Biochimica Clinica, Universita` Cattolica ''Sacro Cuore'', Roma, Italy (literal)
Titolo
  • Synthesis and antioxidant activity of new homocarnosine beta-cyclodextrin conjugates. (literal)
Abstract
  • Several in vitro and in vivo studies have suggested that carnosine (beta-alanil-L-histidine) and homocamosine (beta-aminobutyril-L-histidine) can act as scavengers of reactive oxygen species. beta-Cyclodextrin was functionalized with homocamosine, obtaining the following new bioconjugate isomers: 6(A)-[(4-1[(IS)-1-carboxy-2-(1H-imidazol-4-yl)ethyl] amino}-4-oxobutyl)amino]-6(A)-deoxy-o-cyclodextrin and (2(A)S,3(A)R)-3(A)+4-{ [(1S)-1-carboxy-2-(1H-imidazol-4-yl)ethyl] amino}-4-oxobutyl)amino]-3(A)-deoxy-beta-cyclodextrin. Pulse radiolysis investigations show that the beta-cyclodextrin homocamosine bioconjugates are scavengers of (OH)-O-center dot radicals because of the formation of stable imidazole-centered radicals and the scavenger ability of glucose molecules of the macrocycle. The ability of these new beta-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous camosine derivatives. Both the beta-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocarnosine derivatives, bringing into light the role of the beta-CD cavity. The ability of these new beta-cyclodextrin derivatives to inhibit the copper(II) driven LDL oxidation was determined in comparison with that displayed by the analogous carnosine derivatives. Both the beta-cyclodextrin carnosine isomers show a higher protective effect than that of free dipeptide and homocamosine derivatives, bringing into light the role of the O-CD cavity. (literal)
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