Does stereochemistry influence transdermal permeation of flurbiprofen through the rat skin?
The possible enantioselectivity in the permeation of the chiral anti-inflammatory drug flurbiprofen across hairless rat skin was studied. The transdermal permeability of individual enantiomers from donor solution containing racemic flurbiprofen (0.1%) and pure enantiomers (0.05%) in isopropyl myristate solution was determined using side-by-side diffusion cells. The permeation profiles of enantiomers (R)- and (S)-flurbiprofen from donor solution containing racemic (RS)-flurbiprofen are comparable. When donor solution contained pure enantiomers, marked differences were observed between the permeation rates of (R)- and (S)-flurbiprofen. The steady-state flux and permeability coefficient were significantly higher for (R)-flurbiprofen in comparison with (S)-flurbiprofen (the flux ratio R/S = 2.04; p < 0.05).
Valentová
Jindra
J
Comenius University, Bratislava, Slovakia. valentova@fpharm.uniba.sk
Bauerová
Katarína
K
Farah
Leila
L
Devínsky
Ferdinand
F
D000279:Administration, Cutaneous; D000818:Animals; D001692:Biological Transport; D002626:Chemistry, Pharmaceutical; D002851:Chromatography, High Pressure Liquid; D016503:Drug Delivery Systems / Q000379:methods; D005480:Flurbiprofen / Q000008:administration & dosage / Q000737:chemistry* / Q000493:pharmacokinetics*; D009226:Myristates; D010539:Permeability; D051381:Rats; D054772:Rats, Hairless; D017208:Rats, Wistar; D012867:Skin / Q000378:metabolism*; D012869:Skin Absorption; D012997:Solvents; D013237:Stereoisomerism
D009226:Myristates; D012997:Solvents; C008205:isopropyl myristate; D005480:Flurbiprofen