title: Molecular lipophilicity determination of a huperzine series by HPLC: comparison of C18 and IAM stationary phases.
abstract: Two hydrophobic parameters (logkw-C18 and logkw-IAM, respectively) of a huperzine A series were extrapolated by high performance liquid chromatography (HPLC) using both C18 and immobilised artificial membrane (IAM) columns. A mathematical correlation between C18 and IAM hydrophobic parameters was completed, suggesting a similar behaviour on both columns. This behaviour was principally led by hydrophobic forces. The theoretical lipophilicity (logP) of each compound was computed using Pallas software and compared to experimental values, showing a similar lipophilic behaviour. Finally, the huperzine logkw-IAM and logkw-C18 values were correlated with the relative bound percentage of huperzine in human serum albumin, confirming that hydrophobic forces are predominant in the huperzine-HSA binding mechanism.
authors.affiliation: Equipe des Sciences Séparatives et Biopharmaceutiques (2SB, EA/3924), Laboratoire de Chimie Analytique et de Chimie Thérapeutique, Faculté de Médecine et de Pharmacie, Place Saint-Jacques, 25030 Besançon cedex, France.
authors.forename: François
authors.initials: F
authors.lastname: Darrouzain
authors.forename: Philippe
authors.initials: P
authors.lastname: Dallet
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Dubost
authors.forename: Lhassane
authors.initials: L
authors.lastname: Ismaili
authors.forename: Fabienne
authors.initials: F
authors.lastname: Pehourcq
authors.forename: Bernard
authors.initials: B
authors.lastname: Bannwarth
authors.forename: Myriam
authors.initials: M
authors.lastname: Matoga
authors.forename: Yves C
authors.initials: YC
authors.lastname: Guillaume
mesh_terms: D000470:Alkaloids; D055598:Chemical Phenomena; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002627:Chemistry, Physical; D002845:Chromatography / Q000379:methods*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D007700:Kinetics; D008567:Membranes, Artificial; D008956:Models, Chemical; D008962:Models, Theoretical; D004364:Pharmaceutical Preparations; D012717:Sesquiterpenes / Q000032:analysis* / Q000737:chemistry; D012821:Silanes / Q000737:chemistry; D012984:Software; D013678:Technology, Pharmaceutical / Q000379:methods*
chemical_list: D000470:Alkaloids; D008567:Membranes, Artificial; D004364:Pharmaceutical Preparations; D012717:Sesquiterpenes; D012821:Silanes; C050426:huperzine A; C061189:octadecyltrichlorosilane