Chemometric analysis of correlations between electronic absorption characteristics and structural and/or physicochemical parameters for ampholytic substances of biological and pharmaceutical relevance

Urszula Judycka-Proma , L. Bober , Agnieszka Gajewicz , Tomasz Puzyn , Jerzy Błażejowski


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).
Author Urszula Judycka-Proma PK
Urszula Judycka-Proma,,
- Pracownia Krystalochemii
, L. Bober
L. Bober,,
, Agnieszka Gajewicz PChŚ
Agnieszka Gajewicz,,
- Laboratory of Environmental Chemometrics
, Tomasz Puzyn PChŚ
Tomasz Puzyn,,
- Laboratory of Environmental Chemometrics
, Jerzy Błażejowski PRiS
Jerzy Błażejowski,,
- Laboratory of Rentgenography and Spectroscopy
Journal seriesSpectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, ISSN 1386-1425
Issue year2015
Publication size in sheets0.5
Keywords in Englishampholytes of biological and pharmaceutical relevance, spectral (experimental) versus physicochemical (predicted) molecular characteristics, chemometric analysis, similarity analysis, Quantitative Structure–Property Relationships
Languageen angielski
Score (nominal)30
ScoreMinisterial score = 30.0, 20-12-2017, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 20-12-2017, ArticleFromJournal
Publication indicators WoS Impact Factor: 2015 = 2.653 (2) - 2015=2.582 (5)
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