Please use this identifier to cite or link to this item:
Title: Thermodynamics of partitioning of the antimalarial drug mefloquine in phospholipid bilayers and bulk solvents
Authors: Go, M.-L. 
Ngiam, T.-L. 
Keywords: Dimyristoylphosphatidylcholine bilayers
Thermodynamics of partitioning
Issue Date: 1997
Source: Go, M.-L.,Ngiam, T.-L. (1997). Thermodynamics of partitioning of the antimalarial drug mefloquine in phospholipid bilayers and bulk solvents. Chemical and Pharmaceutical Bulletin 45 (12) : 2055-2060. ScholarBank@NUS Repository.
Abstract: The antimalarial drag mefloquine hinds avidly to phospholipids in biomembranes. The thermodynamics of the partitioning process in dimyristoylphosphatidyicholine (DMPC) bilayers was investigated to give some insight into the drug-phospholipid interaction. Thermodynamic parameters for the partition equilibria were evaluated from the equilibrium partition coefficients measured as a function of temperature. Negative values of ΔH and ΔS were obtained for the transfer of mefloquine from the aqueous to the gel phase of the phospholipid. The partitioning is enthalpy controlled which suggests that mefloquine interacts strongly with the phospholipid phase. In contrast, the partitioning of mefloquine into the liquid crystalline phase of DMPC is entropy controlled which is typical of a hydrophobic interaction between mefloquine and the aqueous phase. The partitioning of mefloquine into the bulk solvents octanol and hexane were found to he enthalpy and entropy controlled, respectively. The enthalpy dominated partitioning of mefloquine into gel phase DMPC and octanol is attributed to the occurrence of hydrogen bonding and van der Waals interactions between solute and solvent. The fiat shape of mefloquine may further aid its interaction with the orderly domains of the lipidic/organic phase. This is apparent from a comparison of the partitioning characteristics of another structurally related but conformationally different molecule, quinine into DMPC and octanol.
Source Title: Chemical and Pharmaceutical Bulletin
ISSN: 00092363
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

Page view(s)

checked on Mar 10, 2018

Google ScholarTM


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.