Quantitative relationships between molecular descriptors, chromatographic retention behavior, andin vitroantituberculosis activity of phytol derivatives
Rashmi Singh, Abha Meena, Arvind S. Negi, Karuna Shanker · Journal of Planar Chromatography – Modern TLC · 2012
The lipophilic character of phytol derivatives has been studied using reverse-phase planar chromatographic procedures. Methanol-water and acetonitrile-water binary mixtures as mobile phases with C18 and cyano as stationary phases were used in order to determine the lipophilicity parameters and C0. The classical values were compared with the factor scores obtained by principal component analysis based also on the TLC retention data. Moderate to high correlation between the values and slopes (specific hydrophobic surface area) was observed, which reflects the involvement of secondary interactions in the TLC retention behavior. The phytol derivatives considered in this study were screened for their antituberculosis activity against the H37Rv strain. Chromatographically obtained lipophilicity parameters were correlated with the calculated log P values and minimum inhibitory concentration (MIC) values. Principal component analysis established the dominant pattern in the chromatographic indices. Quantitative structure-retention relationship and quantitative structure-activity (antitubercular) relationship investigations were performed on the lipophilicities and molecular descriptors of phytol derivatives using partial least squares. The predicted biological activities support the fact that the chromatographic processes of the investigated phytol derivatives influence the partitioning over biomembrane and are controlled mainly by the lipophilicity.