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**Chapter 15** 

© 2012 Poša, licensee InTech. This is an open access chapter distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0), which permits unrestricted use,

distribution, and reproduction in any medium, provided the original work is properly cited.

© 2012 Poša, licensee InTech. This is a paper distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/3.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

**Chromatographic Retention Parameters** 

**as Molecular Descriptors for Lipophilicity** 

Beside of separation and identification of chemical compounds, chromatography can be used to obtain molecular parameters that reflect their structural characteristics – molecular descriptors. Most often it is a parameter of hydrophobicity (lipophilicity) of molecules (ions) which is obtained by using retention parameters of reversed phase liquid chromatography or thin layer chromatography of high resolutions (RPHPLC and RPTLC) [1,2]. Hydrophobicity of molecules is an important feature in medical chemistry, and arbitrarily connected with the logarithm of the solute partition (distribution) coefficient log*P* (*P* stands for the ratio of the equilibrium concentration of the particle of the same electronic structure in 1-octanol and its equilibrium concentration in water). Partition coefficient is determined by the traditional shake flask method, which has drawbacks: long analysis (for reaching equilibrium) and the results often do not have adequate reproducibility [1,2,3]. While hydrophobicity obtained by chromatographic methods is obtained relatively quickly, it is possible to specify a number of compounds and achieved by high precision and reproducibility of results. Lipophilicity of chemical compounds (which is expressed either as a chromatographically i.e. retention parameters or as an *in silico* molecular descriptors of log*P*) is often included in the regression equations obtained in the QSA(P)R

(Quantitative Structure Activity (Property) Relationship) studies [1,2,3].

Bile acids are amphiphilic molecules that have peculiar structure, because molecular descriptors that are obtained on the basis of the molecular graph or fragmentation methods often do not reflect their true structural features [4]. Therefore, the bile acid chromatographic lipophilicity play an important application in obtaining QSA(P)R models that connect biological and pharmacological or other physical-chemical properties

**in QSA(P)R Studies of Bile Acid** 

Additional information is available at the end of the chapter

Mihalj Poša

http://dx.doi.org/10.5772/48356

**1. Introduction** 


Mihalj Poša

342 Chromatography – The Most Versatile Method of Chemical Analysis

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Additional information is available at the end of the chapter

http://dx.doi.org/10.5772/48356
