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Biocatalytic preparation of acylated derivatives of flavonoid glycosides enhances their antioxidant and antimicrobial activity

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dc.contributor.author Mellou, F en
dc.contributor.author Lazari, D en
dc.contributor.author Skaltsa, H en
dc.contributor.author Tselepis, AD en
dc.contributor.author Kolisis, FN en
dc.contributor.author Stamatis, H en
dc.date.accessioned 2014-03-01T01:21:54Z
dc.date.available 2014-03-01T01:21:54Z
dc.date.issued 2005 en
dc.identifier.issn 0168-1656 en
dc.identifier.uri https://dspace.lib.ntua.gr/xmlui/handle/123456789/16408
dc.subject Antioxidants en
dc.subject Biocatalysis en
dc.subject Esterification en
dc.subject Flavonoids en
dc.subject LDL oxidation en
dc.subject Lipase en
dc.subject.classification Biotechnology & Applied Microbiology en
dc.subject.other Acetone en
dc.subject.other Acylation en
dc.subject.other Antioxidants en
dc.subject.other Biocatalysts en
dc.subject.other Derivatives en
dc.subject.other Enzymes en
dc.subject.other Organic solvents en
dc.subject.other Synthesis (chemical) en
dc.subject.other Biocatalytic preparation en
dc.subject.other Enzymatic synthesis en
dc.subject.other Flavonoid glycosid en
dc.subject.other Molar ratio en
dc.subject.other Carbohydrates en
dc.subject.other acetone en
dc.subject.other alcohol en
dc.subject.other antiinfective agent en
dc.subject.other antioxidant en
dc.subject.other aurantiin en
dc.subject.other disaccharide en
dc.subject.other flavanoid en
dc.subject.other fungal enzyme en
dc.subject.other glucopyranoside en
dc.subject.other glucose en
dc.subject.other glycoside en
dc.subject.other lauric acid derivative en
dc.subject.other lauric acid vinyl ester en
dc.subject.other low density lipoprotein en
dc.subject.other monosaccharide en
dc.subject.other organic solvent en
dc.subject.other triacylglycerol lipase en
dc.subject.other unclassified drug en
dc.subject.other acylation en
dc.subject.other antimicrobial activity en
dc.subject.other antioxidant activity en
dc.subject.other article en
dc.subject.other biocatalyst en
dc.subject.other Candida antarctica en
dc.subject.other controlled study en
dc.subject.other enzyme synthesis en
dc.subject.other Gram negative bacterium en
dc.subject.other Gram positive bacterium en
dc.subject.other human en
dc.subject.other medicinal plant en
dc.subject.other nonhuman en
dc.subject.other priority journal en
dc.subject.other Acylation en
dc.subject.other Anti-Bacterial Agents en
dc.subject.other Antioxidants en
dc.subject.other Bacteria en
dc.subject.other Catalysis en
dc.subject.other Cholesterol, LDL en
dc.subject.other Enzymes, Immobilized en
dc.subject.other Flavonoids en
dc.subject.other Glycosides en
dc.subject.other Humans en
dc.subject.other Lipase en
dc.subject.other Serum en
dc.subject.other Candida antarctica en
dc.subject.other Posibacteria en
dc.title Biocatalytic preparation of acylated derivatives of flavonoid glycosides enhances their antioxidant and antimicrobial activity en
heal.type journalArticle en
heal.identifier.primary 10.1016/j.jbiotec.2004.12.002 en
heal.identifier.secondary http://dx.doi.org/10.1016/j.jbiotec.2004.12.002 en
heal.language English en
heal.publicationDate 2005 en
heal.abstract Enzymatic synthesis of acylated derivatives of a monosaccharidic flavonoid chrysoeriol-7-O-beta-D-(3"-E-p-coumaroyl)glucopyranoside as well as of a disaccharidic flavonoid chrysoeriol-7-[6'"-O-acetyl-beta-D-allosyl-(1 --> 2)-beta-D-glucopyranoside], isolated from Greek endemic plants, was performed using an immobilized Candida antarctica lipase in non-toxic organic solvents. The influence of the reaction parameters such as the molar ratio of acyl donor to flavonoid, as well as the nature of the acyl donor, on the performance of the biocatalytic process was pointed out using the acylation of naringin as a model reaction. With vinyl laurate as acyl donor, the highest conversion was observed at relatively high molar ratio (greater than or equal to 10), using acetone as solvent. Lipase exhibits specificity towards primary alcohol of the glucose moiety of both flavonoid glycosides. The introduction of an acyl group into glucosylated flavonoids significantly improved their antioxidant activity towards both LDL and serum model in vitro. Furthermore, the acylated derivative of disaccharidic flavonoid increased its antimicrobial activity against two Gram-positive bacteria. (C) 2004 Elsevier B.V. All rights reserved. en
heal.publisher ELSEVIER SCIENCE BV en
heal.journalName Journal of Biotechnology en
dc.identifier.doi 10.1016/j.jbiotec.2004.12.002 en
dc.identifier.isi ISI:000227313600010 en
dc.identifier.volume 116 en
dc.identifier.issue 3 en
dc.identifier.spage 295 en
dc.identifier.epage 304 en


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