Affordable Access

deepdyve-link
Publisher Website

Relationship between lipophilicity and absorption from the liver surface of paraben derivatives and antipyrine in rats.

Authors
  • Nishida, Koyo1
  • Kobayashi, Masanori
  • Miyamoto, Hirotaka
  • Yoshikawa, Naoki
  • Fumoto, Shintaro
  • Sasaki, Hitoshi
  • Nakamura, Junzo
  • 1 Department of Clinical Pharmacy, Graduate School of Biomedical Sciences, Nagasaki University, Nagasaki, Japan. [email protected] , (Japan)
Type
Published Article
Journal
The Journal of pharmacy and pharmacology
Publication Date
May 01, 2011
Volume
63
Issue
5
Pages
736–740
Identifiers
DOI: 10.1111/j.2042-7158.2011.01276.x
PMID: 21492176
Source
Medline
Language
English
License
Unknown

Abstract

The importance of drug lipophilicity on absorption from the liver surface was examined in rats using paraben derivatives, antipyrine, Sudan III, and Sudan blue. The log partition coefficient (PC) of n-octanol/water ranged from -1.39 to 4.62. The compounds were applied to the rat liver surface using a cylindrical diffusion cell (i.d. 9 mm). The rate of absorption at 15 min was calculated to be 13.9% for paraben, much lower than that for its derivatives methylparaben, propylparaben and butylparaben (∼ 80%). The obtained first-order absorption rate constant (k(a) ) of paraben, methylparaben, propylparaben and antipyrine increased according to lipophilicity. Further lipophilicity resulted in a fall in k(a) , implying the importance of affinity for lipids and water in absorption from the liver surface. Thus, a compound with a log PC of around 2.5 is considered to have maximum absorbability from the rat liver surface. A good relationship (r(2) = 0.97) was recognized between the log k(a) and log reciprocal value with the square root of molecular weight of the compounds with a log PC below 2.5. The rate of absorption of a drug from the liver surface could be estimated from physicochemical properties such as lipophilicity and molecular weight. © 2011 The Authors. JPP © 2011 Royal Pharmaceutical Society.

Report this publication

Statistics

Seen <100 times