TY - JOUR
TI - Enzymatic esterification of flavonoids with unsaturated fatty acids:
Effect of the novel esters on vascular endothelial growth factor release
from K562 cells
AU - Mellou, Foteini
AU - Loutrari, Heleni
AU - Stamatis, Haralambos and
AU - Roussos, Charis
AU - Kolisis, Fragiskos N.
JO - Process Biochemistry
PY - 2006
VL - 41
TODO - 9
SP - 2029-2034
PB - Elsevier Sci Ltd, Exeter, United Kingdom
SN - 1359-5113
TODO - 10.1016/j.procbio.2006.05.002
TODO - flavonoids; acylation; lipase; polyunsaturated fatty acids;
angiogenesis; vascular endothelial growth factor
TODO - 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.
ER -