Article ID Journal Published Year Pages File Type
1229112 Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2015 11 Pages PDF
Abstract

•Spectral versus physicochemical parameters for ampholytic components of drugs.•Chemometric analysis of relations between spectroscopic and molecular characteristics.•An attempt to extract pharmaceutically valuable information from similarity analysis.

Forty ampholytic compounds of biological and pharmaceutical relevance were subjected to chemometric analysis based on unsupervised and supervised learning algorithms. This enabled relations to be found between empirical spectral characteristics derived from electronic absorption data and structural and physicochemical parameters predicted by quantum chemistry methods or phenomenological relationships based on additivity rules. It was found that the energies of long wavelength absorption bands are correlated through multiparametric linear relationships with parameters reflecting the bulkiness features of the absorbing molecules as well as their nucleophilicity and electrophilicity. These dependences enable the quantitative analysis of spectral features of the compounds, as well as a comparison of their similarities and certain pharmaceutical and biological features. Three QSPR models to predict the energies of long-wavelength absorption in buffers with pH = 2.5 and pH = 7.0, as well as in methanol, were developed and validated in this study. These models can be further used to predict the long-wavelength absorption energies of untested substances (if they are structurally similar to the training compounds).

Graphical abstractData for the compounds: UV–Vis/predicted → chemometric analysis → correlations.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Analytical Chemistry
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