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Partition Coefficients in Octanol‐Water and Liquid Chromatographic Behavior of Eight Oxygenated Triterpenes Which are Paired Stereo‐ and Positional Isomers
Author(s) -
Lin LeeJuiau,
Lee Kuan Rong,
Shiao MingShi
Publication year - 1995
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199500138
Subject(s) - chemistry , terpene , chromatography , high performance liquid chromatography , partition coefficient , acetic acid , tetrahydrofuran , acetonitrile , octanol , methanol , structural isomer , organic chemistry , solvent
The chromatographic behavior of eight lanostanoid triterpenes, which are four pairs of C‐3 epimers and two pairs of C‐3/C‐15 positional isomers, were determined by reverse‐phase high performance liquid chromatography (RP‐HPLC). In the mobile phase systems of acetonitrile‐water‐acetic acid, methanol‐water‐acetic acid, and tetrahydrofuran‐water‐acetic acid, these triterpenes showed a very good linear relationship between capacity factors (k′) and volume fractions of organic modifiers. The partition coefficients (Poet) of these triterpenes in 1‐octanol/water and capacity factors (k′) in RP‐HPLC, when both expressed in logarithm, correlated linearly. This study showed that RP‐HPLC is an effective method to evaluate the molecular hydrophobicity of multi‐functional compounds which are stereo‐ and positional isomers.