Quantitative structure retention/activity relationships of biologically relevant 4-amino-7-chloroquinoline based compounds

Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Sandra SeganBogdan A Solaja

Abstract

The chromatographic behaviour of series of 4-amino-7-chloroquinoline (4,7-ACQ) based compounds was studied by reversed-phase thin-layer chromatography (RPTLC) with binary mobile phases containing water and the organic modifiers, DMSO or acetone. The lipophilicity of the studied compounds was determined by extrapolation of retention parameters RM to pure water content in mobile phase. In order to obtain some basic insight into the chromatographic behaviour and structural features of investigated compounds, PCA was performed on both chromatographic data (RM values) and calculated 2D and 3D structural descriptors. Both QSRR and QSAR models were built by means of the partial least squares (PLS) statistical method. It was found that descriptors which encode hydrophobic (dispersive) interactions have positive influence on retention, while influence of descriptors encoding polar interactions was negative. According to the obtained PLS model for inhibition of botulinum neurotoxin serotype A light chain, hydrophobic interactions influence positively on the mechanism of action of the investigated 4,7-ACQ, while polar interactions are less favoured. Contrary, the results of PLS modelling of activity against Plasmodium falciparum strains (...Continue Reading

References

Oct 5, 2002·Science·I M HastingsS A Ward
Aug 30, 2012·Journal of Cerebral Blood Flow and Metabolism : Official Journal of the International Society of Cerebral Blood Flow and Metabolism·William M Pardridge
Jan 31, 2013·Future Medicinal Chemistry·Kevin D Freeman-CookTed W Johnson
Dec 1, 2004·Drug Discovery Today. Technologies·Thorsten Hartmann, Johannes Schmitt

❮ Previous
Next ❯

Citations

Jan 20, 2017·Journal of Enzyme Inhibition and Medicinal Chemistry·Jelena B Popović-DjordjevićTatjana P Stanojković
Jan 8, 2019·Journal of Chromatographic Science·Nadezhda A Nekrasova, Svetlana V Kurbatova
Oct 28, 2019·International Journal of Molecular Sciences·Krzesimir CiuraJarosław Sączewski
Sep 22, 2017·Journal of Chromatography. a·Krzesimir CiuraMichał J Markuszewski

❮ Previous
Next ❯

Related Concepts

Related Feeds

Antimalarial Agents (ASM)

Antimalarial agents, also known as antimalarials, are designed to prevent or cure malaria. Discover the latest research on antimalarial agents here.

Antimalarial Agents

Antimalarial agents, also known as antimalarials, are designed to prevent or cure malaria. Discover the latest research on antimalarial agents here.