PMID- 24931510 OWN - NLM STAT- MEDLINE DCOM- 20150309 LR - 20140722 IS - 1520-636X (Electronic) IS - 0899-0042 (Linking) VI - 26 IP - 8 DP - 2014 Aug TI - Enantiospecific analysis of 8-prenylnaringenin in biological fluids by liquid-chromatography-electrospray ionization mass spectrometry: application to preclinical pharmacokinetic investigations. PG - 419-26 LID - 10.1002/chir.22343 [doi] AB - 8-Prenylnaringenin (8PN) is a naturally occurring bioactive chiral prenylflavonoid found most commonly in the female flowers of hops (Humulus lupulus L.). A stereospecific method of analysis for 8PN in biological fluids is necessary to study the pharmacokinetic disposition of each enantiomer. A novel and simple liquid chromatographic-electrospray ionization-mass spectrometry (LC-ESI-MS) method was developed for the simultaneous determination of R- and S-8PN in rat serum and urine. Carbamazepine was used as the internal standard (IS). Enantiomeric resolution of 8PN was achieved on a Chiralpak((R)) AD-RH column with an isocratic mobile phase consisting of 2-propanol and 10 mM ammonium formate (pH 8.5) (40:60, v/v) and a flow rate of 0.7 mL/min. Detection was achieved using negative selective ion monitoring (SIM) of 8PN at m/z 339.15 for both enantiomers and positive SIM m/z at 237.15 for the IS. The calibration curves for urine were linear over a range of 0.01-75 microg/mL and 0.05-75 microg/mL for serum with a limit of quantification of 0.05 microg/mL in serum and 0.01 microg/mL in urine. The method was successfully validated showing that it was sensitive, reproducible, and accurate for enantiospecific quantification of 8PN in biological matrices. The assay was successfully applied to a preliminary study of 8PN enantiomers in rat. CI - Copyright (c) 2014 Wiley Periodicals, Inc. FAU - Martinez, Stephanie E AU - Martinez SE AD - Faculty of Pharmacy, University of Manitoba, Winnipeg, Manitoba, Canada. FAU - Lakowski, Ted M AU - Lakowski TM FAU - Davies, Neal M AU - Davies NM LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't DEP - 20140613 PL - United States TA - Chirality JT - Chirality JID - 8914261 RN - 0 (8-prenylnaringenin) RN - 0 (Flavanones) SB - IM MH - Animals MH - Blood Chemical Analysis/*methods MH - Chromatography, Liquid/*methods MH - Drug Stability MH - Flavanones/blood/*chemistry/*pharmacokinetics/urine MH - Limit of Detection MH - Linear Models MH - Male MH - Rats MH - Spectrometry, Mass, Electrospray Ionization/*methods MH - Stereoisomerism MH - Urinalysis/*methods OTO - NOTNLM OT - 8-Prenylnaringein OT - Humulus lupulus L OT - LC/MS OT - analysis OT - chiral OT - enantioseparation OT - enantiospecific OT - flavonoid OT - phytoestrogen OT - preclinical pharmacokinetics EDAT- 2014/06/17 06:00 MHDA- 2015/03/10 06:00 CRDT- 2014/06/17 06:00 PHST- 2014/03/04 00:00 [received] PHST- 2014/04/29 00:00 [accepted] PHST- 2014/06/17 06:00 [entrez] PHST- 2014/06/17 06:00 [pubmed] PHST- 2015/03/10 06:00 [medline] AID - 10.1002/chir.22343 [doi] PST - ppublish SO - Chirality. 2014 Aug;26(8):419-26. doi: 10.1002/chir.22343. Epub 2014 Jun 13.