Monitoring by HPLC of chamomile flavonoids exposed to rat liver microsomal metabolism.
Three major flavonoid chamomile components (quercetin, apigenin-7-O-glucoside and rutin) were subjected to oxidative metabolism by cytochrome P-450 of rat liver microsomal preparations. Changes over time in their respective concentrations were followed using reversed-phase HPLC with UV detection. No clean-up had to be applied as only the specific flavonoid had to be separated from the background components originating from the rat liver microsome.Neither the concentration of apigenin-7-O-glucoside nor that of the diglycoside rutin decreased during one hour of exposure to rat microsomal treatment. In contrast, the concentration of quercetin, a lipophilic aglycon, decreased.Our analytical HPLC results complement the in silico calculated lipophilicity (logP) of these compounds; the relatively high lipophilicity of quercetin appears to predispose it to oxidative metabolism in order to decrease its fat solubility. In contrast the much less lipophilic compounds apigenin-7-O-glucoside and rutin were resistant in vitro to microsomal treatment.
Petroianu
Georg
G
Department of Cell Biology, Florida International University, Miami, FL, USA.
Szoke
Eva
E
Kalász
Huba
H
Szegi
Péter
P
Laufer
Rudolf
R
Benko
Bernadett
B
Darvas
Ferenc
F
Tekes
Kornélia
K
J Agric Food Chem. 2008 Sep 10;56(17):8206-11
18681440
J Agric Food Chem. 2007 Nov 14;55(23):9470-8
17939735
Bioorg Med Chem Lett. 2006 Feb 15;16(4):1037-9
16288868
Praxis (Bern 1994). 1996 Nov 12;85(46):1476-81
8984570
Planta Med. 1990 Apr;56(2):179-81
17221394
J Chromatogr B Analyt Technol Biomed Life Sci. 2004 Feb 5;800(1-2):231-8
14698259
Phytochemistry. 2004 Aug;65(16):2323-32
15381003