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Statements

Subject Item
n2:RIV%2F61388971%3A_____%2F13%3A00395307%21RIV14-MSM-61388971
rdf:type
n12:Vysledek skos:Concept
dcterms:description
Flavonolignans silybin and isosilybin are major components of silymarin complex isolated from seeds of the milk thistle (Silybum marianum) featuring strong antioxidant and hepatoprotective effects, and also anticancer, chemoprotective, dermatoprotective and hypocholesterolemic activities. Natural silybin and isosilybin are mixtures of diastereoisomers: silybin/isosilybin A (1a, 1b) and silybin/isosilybin B (2a, 2b). The metabolism of these compounds is supposed to be strongly linked to Phase II of biotransformation and the respective conjugates are rapidly excreted in bile and urine. The aim of this study was to obtain optically pure sulfated metabolites of both silybins and isosilybins. Aryl-sulfate sulfotransferase (EC 2.8.2.22) from Desulfitobacterium hafniense was found to be a highly effective tool for the regiospecific enzymatic synthesis of silybin A-20-O-sulfate, silybin B-20-O-sulfate, isosilybin A-20-O-sulfate and isosilybin B-20-O-sulfate providing nearly quantitative yields and employing cheap p-nitrophenyl sulfate as sulfate donor. The isolated sulfated products will be used as authentic standards in metabolic studies of both silybins and isosilybins. (C) 2012 Elsevier B.V. All rights reserved Flavonolignans silybin and isosilybin are major components of silymarin complex isolated from seeds of the milk thistle (Silybum marianum) featuring strong antioxidant and hepatoprotective effects, and also anticancer, chemoprotective, dermatoprotective and hypocholesterolemic activities. Natural silybin and isosilybin are mixtures of diastereoisomers: silybin/isosilybin A (1a, 1b) and silybin/isosilybin B (2a, 2b). The metabolism of these compounds is supposed to be strongly linked to Phase II of biotransformation and the respective conjugates are rapidly excreted in bile and urine. The aim of this study was to obtain optically pure sulfated metabolites of both silybins and isosilybins. Aryl-sulfate sulfotransferase (EC 2.8.2.22) from Desulfitobacterium hafniense was found to be a highly effective tool for the regiospecific enzymatic synthesis of silybin A-20-O-sulfate, silybin B-20-O-sulfate, isosilybin A-20-O-sulfate and isosilybin B-20-O-sulfate providing nearly quantitative yields and employing cheap p-nitrophenyl sulfate as sulfate donor. The isolated sulfated products will be used as authentic standards in metabolic studies of both silybins and isosilybins. (C) 2012 Elsevier B.V. All rights reserved
dcterms:title
Preparation of silybin and isosilybin sulfates by sulfotransferase from Desulfitobacterium hafniense Preparation of silybin and isosilybin sulfates by sulfotransferase from Desulfitobacterium hafniense
skos:prefLabel
Preparation of silybin and isosilybin sulfates by sulfotransferase from Desulfitobacterium hafniense Preparation of silybin and isosilybin sulfates by sulfotransferase from Desulfitobacterium hafniense
skos:notation
RIV/61388971:_____/13:00395307!RIV14-MSM-61388971
n12:predkladatel
n16:ico%3A61388971
n3:aktivita
n4:I n4:S n4:P
n3:aktivity
I, P(GAP301/11/0662), P(LD11051), P(ME10027), S
n3:cisloPeriodika
MAY
n3:dodaniDat
n6:2014
n3:domaciTvurceVysledku
n11:4369882 n11:1927469 n11:2456095 n11:5894190 n11:5497507
n3:druhVysledku
n18:J
n3:duvernostUdaju
n17:S
n3:entitaPredkladatele
n19:predkladatel
n3:idSjednocenehoVysledku
99003
n3:idVysledku
RIV/61388971:_____/13:00395307
n3:jazykVysledku
n9:eng
n3:klicovaSlova
Silybin; Silibinin; Isosilybin
n3:klicoveSlovo
n8:Silybin n8:Silibinin n8:Isosilybin
n3:kodStatuVydavatele
NL - Nizozemsko
n3:kontrolniKodProRIV
[92DAEF2FF7F5]
n3:nazevZdroje
Journal of Molecular Catalysis B-Enzymatic
n3:obor
n10:CE
n3:pocetDomacichTvurcuVysledku
5
n3:pocetTvurcuVysledku
9
n3:projekt
n14:GAP301%2F11%2F0662 n14:LD11051 n14:ME10027
n3:rokUplatneniVysledku
n6:2013
n3:svazekPeriodika
89
n3:tvurceVysledku
Cvačka, Josef Wever, R. Kuzma, Marek Křen, Vladimír Purchartová, Kateřina Fuksová, Kateřina Hartog, F. A. van der Horst, A. M. Marhol, Petr
n3:wos
000315552300004
s:issn
1381-1177
s:numberOfPages
4
n7:doi
10.1016/j.molcatb.2012.12.005