Enzymatic esterification of flavonoids with unsaturated fatty acids: Effect of the novel esters on vascular endothelial growth factor release from K562 cells

Mellou, F; Loutrari, H; Stamatis, H; Roussos, C; Kolisis, FN

dc.contributor.author	Mellou, F	en
dc.contributor.author	Loutrari, H	en
dc.contributor.author	Stamatis, H	en
dc.contributor.author	Roussos, C	en
dc.contributor.author	Kolisis, FN	en
dc.date.accessioned	2014-03-01T01:24:19Z
dc.date.available	2014-03-01T01:24:19Z
dc.date.issued	2006	en
dc.identifier.issn	1359-5113	en
dc.identifier.uri	https://dspace.lib.ntua.gr/xmlui/handle/123456789/17215
dc.subject	Acylation	en
dc.subject	Angiogenesis	en
dc.subject	Flavonoids	en
dc.subject	Lipase	en
dc.subject	Polyunsaturated fatty acids	en
dc.subject	Vascular endothelial growth factor	en
dc.subject.classification	Biochemistry & Molecular Biology	en
dc.subject.classification	Biotechnology & Applied Microbiology	en
dc.subject.classification	Engineering, Chemical	en
dc.subject.other	Acylation	en
dc.subject.other	Cells	en
dc.subject.other	Enzyme immobilization	en
dc.subject.other	Enzyme kinetics	en
dc.subject.other	Esterification	en
dc.subject.other	Esters	en
dc.subject.other	Fatty acids	en
dc.subject.other	Growth kinetics	en
dc.subject.other	Angiogenesis	en
dc.subject.other	Flavonoids	en
dc.subject.other	Lipase	en
dc.subject.other	Polyunsaturated fatty acids	en
dc.subject.other	Vascular endothelial growth factors	en
dc.subject.other	Aromatic compounds	en
dc.subject.other	Candida antarctica	en
dc.title	Enzymatic esterification of flavonoids with unsaturated fatty acids: Effect of the novel esters on vascular endothelial growth factor release from K562 cells	en
heal.type	journalArticle	en
heal.identifier.primary	10.1016/j.procbio.2006.05.002	en
heal.identifier.secondary	http://dx.doi.org/10.1016/j.procbio.2006.05.002	en
heal.language	English	en
heal.publicationDate	2006	en
heal.abstract	Rutin and naringin were enzymatically acylated with different free mono- and poly-unsaturated fatty acids (mufa and pufa) using the immobilized lipase B from Candida antarctica (Novozym 435 (R)) in acetone at 50 degrees C. Conversion yields for naringin and rutin were 85 and 70%, respectively, using oleic acid as acyl donor. The conversion of rutin was slightly affected by the nature of the free unsaturated fatty acid used. Compared to the direct esterification of rutin with linoleic acid, its transesterification with ethyl linoleate exhibited a lower conversion (50%). The enzymatic acylation of rutin and naringin is regioselective since only monoesters were identified. Additionally, the ability of both flavonoids and their esters to modulate the secretion of vascular endothelial growth factor (VEGF), a major regulator of tumor-induced angiogenesis, was examined in K562 lymphoblastorna cell line. Compared to the effect of parental molecules, rutin and individual fatty acids, the synthesized esters were more efficient in reducing the release of VEGF from K562 cells indicating that they might possess improved anti-angiogenic and anti-tumor properties. (c) 2006 Elsevier Ltd. All rights reserved.	en
heal.publisher	ELSEVIER SCI LTD	en
heal.journalName	Process Biochemistry	en
dc.identifier.doi	10.1016/j.procbio.2006.05.002	en
dc.identifier.isi	ISI:000239868300017	en
dc.identifier.volume	41	en
dc.identifier.issue	9	en
dc.identifier.spage	2029	en
dc.identifier.epage	2034	en