Enzymatic oxidative dimerization of silymarin flavonolignans (Articolo in rivista)

Type
Label
  • Enzymatic oxidative dimerization of silymarin flavonolignans (Articolo in rivista) (literal)
Anno
  • 2014-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.molcatb.2014.07.012 (literal)
Alternative label
  • Gavezzotti, Paolo; Vavrikova, Eva; Valentova, Katetina; Fronza, Giovanni; Kudanga, Tukayi; Kuzma, Marek; Riva, Sergio; Biedermann, David; Kren, Vladimir (2014)
    Enzymatic oxidative dimerization of silymarin flavonolignans
    in Journal of molecular catalysis. B, Enzymatic (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Gavezzotti, Paolo; Vavrikova, Eva; Valentova, Katetina; Fronza, Giovanni; Kudanga, Tukayi; Kuzma, Marek; Riva, Sergio; Biedermann, David; Kren, Vladimir (literal)
Pagina inizio
  • 24 (literal)
Pagina fine
  • 30 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 109 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 7 (literal)
Note
  • ISI Web of Science (WoS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Consiglio Nazionale delle Ricerche (CNR); Czech Academy of Sciences; Cape Peninsula University of Technology (literal)
Titolo
  • Enzymatic oxidative dimerization of silymarin flavonolignans (literal)
Abstract
  • Dimerization of phenolic compounds can potentially enhance their biological (antioxidant) activity. We present here the selective oxidative dimerization of several flavonolignans from Silybum marianum seed extract, namely, silybin A (1a), silybin B (1b), silychristin (3), and silydianin (4) catalyzed by a laccase from Trametes versicolor. Selective benzylation of C-7 OH group of both silybins ensured the priority of the dimerization reaction, avoiding thus polymerization. C-C homodimers connected via E-rings of silybin A and B and silydianin dimers were successfully isolated after respective debenzylation. On the contrary, dimerization of 7-O-benzyl silychristin afforded a complex, inseparable mixture of the products. All isolated flavonolignan dimers exhibited significantly improved 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity compared to their monomers and, therefore, seem to be promising for further biological studies. (C) 2014 Elsevier B.V. All rights reserved. (literal)
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