Enzymatic oxidative dimerization of silymarin flavonolignans
作者： Paolo Gavezzotti , Eva Vavříková , Kateřina Valentová , Giovanni Fronza , Tukayi Kudanga
DOI: 10.1016/J.MOLCATB.2014.07.012
关键词: Chemistry 、 Antioxidant 、 Flavonolignan 、 Polymerization 、 Monomer 、 Stereochemistry 、 Organic chemistry 、 Trametes versicolor 、 Flavonolignans 、 DPPH 、 Laccase
摘要: Abstract Dimerization of phenolic compounds can potentially enhance their biological (antioxidant) activity. We present here the selective oxidative dimerization several flavonolignans from Silybum marianum seed extract, namely, silybin A ( 1a ), B 1b silychristin 3 and silydianin 4 ) catalyzed by a laccase Trametes versicolor . Selective benzylation C-7 OH group both silybins ensured priority reaction, avoiding thus polymerization. C homodimers connected via E-rings dimers were successfully isolated after respective debenzylation. On contrary, 7- O -benzyl afforded complex, inseparable mixture products. All flavonolignan exhibited significantly improved 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity compared to monomers and, therefore, seem be promising for further studies.
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