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Statements

Subject Item
n2:RIV%2F61388971%3A_____%2F14%3A00435748%21RIV15-GA0-61388971
rdf:type
skos:Concept n17:Vysledek
dcterms:description
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 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
dcterms:title
Enzymatic oxidative dimerization of silymarin flavonolignans Enzymatic oxidative dimerization of silymarin flavonolignans
skos:prefLabel
Enzymatic oxidative dimerization of silymarin flavonolignans Enzymatic oxidative dimerization of silymarin flavonolignans
skos:notation
RIV/61388971:_____/14:00435748!RIV15-GA0-61388971
n3:aktivita
n8:I n8:P
n3:aktivity
I, P(GP14-14373P), P(LD13041)
n3:cisloPeriodika
NOV 2014
n3:dodaniDat
n11:2015
n3:domaciTvurceVysledku
n9:5894190 n9:5619505 n9:1927469 n9:2624052 n9:3973654
n3:druhVysledku
n4:J
n3:duvernostUdaju
n13:S
n3:entitaPredkladatele
n18:predkladatel
n3:idSjednocenehoVysledku
14814
n3:idVysledku
RIV/61388971:_____/14:00435748
n3:jazykVysledku
n5:eng
n3:klicovaSlova
Silybin dimers; Silydianin dimer; Silymarin
n3:klicoveSlovo
n15:Silydianin%20dimer n15:Silymarin n15:Silybin%20dimers
n3:kodStatuVydavatele
NL - Nizozemsko
n3:kontrolniKodProRIV
[F1460638D00A]
n3:nazevZdroje
Journal of Molecular Catalysis B-Enzymatic
n3:obor
n16:CE
n3:pocetDomacichTvurcuVysledku
5
n3:pocetTvurcuVysledku
9
n3:projekt
n14:LD13041 n14:GP14-14373P
n3:rokUplatneniVysledku
n11:2014
n3:svazekPeriodika
109
n3:tvurceVysledku
Kudanga, T. Vavříková, Eva Křen, Vladimír Biedermann, David Gavezzotti, P. Kuzma, Marek Fronza, G. Riva, S. Valentová, Kateřina
n3:wos
000343854100004
s:issn
1381-1177
s:numberOfPages
6
n10:doi
10.1016/j.molcatb.2014.07.012