Enzymatic preparation of acylated derivatives of silybin in organic and ionic liquid media and evaluation of their antitumor proliferative activity

dc.contributor.authorTheodosiou, E.en
dc.contributor.authorKatsoura, M. H.en
dc.contributor.authorLoutrari, H.en
dc.contributor.authorPurchartova, K.en
dc.contributor.authorKren, V.en
dc.contributor.authorKolisis, F. N.en
dc.contributor.authorStamatis, H.en
dc.date.accessioned2015-11-24T16:34:17Z
dc.date.available2015-11-24T16:34:17Z
dc.identifier.issn1024-2422-
dc.identifier.urihttps://olympias.lib.uoi.gr/jspui/handle/123456789/7786
dc.rightsDefault Licence-
dc.subjectsilybinen
dc.subjectlipaseen
dc.subjectionic liquidsen
dc.subjectacylationen
dc.subjectorganic solventsen
dc.subjectantitumor proliferative activityen
dc.subjectlipase-catalyzed transesterificationen
dc.subjectcandida-antarctica lipaseen
dc.subjectregioselective acylationen
dc.subjectmilk thistleen
dc.subjectliver-diseaseen
dc.subjectbiocatalytic preparationen
dc.subjectnatural compen
dc.titleEnzymatic preparation of acylated derivatives of silybin in organic and ionic liquid media and evaluation of their antitumor proliferative activityen
heal.abstractBiocatalytic preparation of acylated derivatives of silybin using several acyl donors (free fatty acids or their esters), catalyzed by immobilized Candida antarctica lipase B, was performed in various organic solvents as well as in imidazolium-based ionic liquids containing either BF(4)(-) or PF(6)(-) anions. Total conversion of silybin was achieved in acetone using short-chain acyl donors (vinyl butanoate) at a 10: 1 molar ratio of acyl donor to silybin. The enzymatic process in ionic liquids depended strongly on the alkyl chain length of the cation as well the anion used. Higher conversion yields (up to 75.8%) and reaction rates (up to 0.31 mmol h(-1) g(-1) biocatalyst) were obtained in the BF(4)(-) as compared with PF(6)(-) containing ionic liquids. The amounts of silybin ester formed in a one-step biocatalytic process were high (>40 g L(-1)) in both reaction media. The antiproliferative effect of acylated silybin derivatives on the growth of K562 human leukemia cells was estimated and compared with that of silybin.en
heal.accesscampus-
heal.fullTextAvailabilityTRUE-
heal.identifier.primaryDoi 10.1080/10242420902937777-
heal.identifier.secondary<Go to ISI>://000268032500001-
heal.identifier.secondaryhttp://informahealthcare.com/doi/abs/10.1080/10242420902937777-
heal.journalNameBiocatalysis and Biotransformationen
heal.journalTypepeer reviewed-
heal.languageen-
heal.publicationDate2009-
heal.recordProviderΠανεπιστήμιο Ιωαννίνων. Σχολή Επιστημών και Τεχνολογιών. Τμήμα Βιολογικών Εφαρμογών και Τεχνολογιώνel
heal.typejournalArticle-
heal.type.elΆρθρο Περιοδικούel
heal.type.enJournal articleen

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