Title:Structure-Based Modeling of Dye-Fiber Affinity with SOM-4D-QSAR Paradigm: Application to Set of Anthraquinone Derivatives
VOLUME: 17 ISSUE: 6
Author(s):Andrzej Bak, Miroslaw Wyszomirski, Tomasz Magdziarz, Adam Smolinski and Jaroslaw Polanski
Affiliation:Department of Organic Chemistry, Institute of Chemistry, University of Silesia, PL-40-006 Katowice, Poland.
Keywords:4D-QSAR, anthraquinone dyes, IVE-PLS, SOM, variable elimination.
Abstract:A comparative structure-affinity study of anthraquinone dyes adsorption on cellulose fibre is presented in this
paper. We used receptor-dependent 4D-QSAR methods based on grid and neural (SOM) methodology coupled with IVEPLS
procedure. The applied RD 4D-QSAR approach focuses mainly on the ability of mapping dye properties to verify the
concept of tinctophore in dye chemistry. Moreover, the stochastic SMV procedure to investigate the predictive ability of
the method for a large population of 4D-QSAR models was employed. The obtained findings were compared with the
previously published RI 3D/4D-QSAR models for the corresponding anthraquinone trainings sets. The neutral
(protonated) and anionic (deprotonated) forms of anthraquinone scaffold were examined in order to deal with the
uncertainty of the dye ionization state. The results are comparable to both the neutral and anionic dye sets regardless of
the occupancy and charge descriptors applied, respectively. It is worth noting that the SOM-4D-QSAR behaves
comparably to the cubic counterpart which is observed in each training/test subset specification (4D-QSAR-Jo vs SOM-
4D-QSARo and 4D-QSAR-Jq vs SOM-4D-QSARq). Additionally, an attempt was made to specify a common set of
variables contributing significantly to dye-fiber binding affinity; it was simultaneously performed for some arbitrary
chosen SMV models. The presented RD 4D-QSAR methodology together with IVE-PLS procedure provides a robust and
predictive modeling technique, which facilitates detailed specification of the molecular motifs significantly contributing to
the fiber-dye affinity.
