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Khaibrakhmanova D, Nikiforova A, Sedov I. Binding Constants of Substituted Benzoic Acids with Bovine Serum Albumin. Pharmaceuticals (Basel). 2020;13(2)doi: 10.3390/ph13020030.
Khaibrakhmanova, D., Nikiforova, A., & Sedov, I. (2020). Binding Constants of Substituted Benzoic Acids with Bovine Serum Albumin. Pharmaceuticals (Basel, Switzerland), 13(2), . https://doi.org/10.3390/ph13020030
Khaibrakhmanova, Diliara, et al. "Binding Constants of Substituted Benzoic Acids with Bovine Serum Albumin." Pharmaceuticals (Basel, Switzerland) vol. 13,2 (2020). doi: https://doi.org/10.3390/ph13020030
Khaibrakhmanova D, Nikiforova A, Sedov I. Binding Constants of Substituted Benzoic Acids with Bovine Serum Albumin. Pharmaceuticals (Basel). 2020 Feb 20;13(2). doi: 10.3390/ph13020030. PMID: 32093316; PMCID: PMC7169394.
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Pharmaceuticals (Basel). 2020 Feb 20;13(2). doi: 10.3390/ph13020030.

Binding Constants of Substituted Benzoic Acids with Bovine Serum Albumin.

Pharmaceuticals (Basel, Switzerland)

Diliara Khaibrakhmanova, Alena Nikiforova, Igor Sedov

Affiliations

  1. Chemical Institute, Kremlevskaya 18, Kazan Federal University, 420008 Kazan, Russia.

PMID: 32093316 PMCID: PMC7169394 DOI: 10.3390/ph13020030

Abstract

Experimental data on the affinity of various substances to albumin are essential for the development of empirical models to predict plasma binding of drug candidates. Binding of 24 substituted benzoic acid anions to bovine serum albumin was studied using spectrofluorimetric titration. The equilibrium constants of binding at 298 K were determined according to 1:1 complex formation model. The relationships between the ligand structure and albumin affinity are analyzed. The binding constant values for m- and p-monosubstituted acids show a good correlation with the Hammett constants of substituents. Two- and three-parameter quantitative structure-activity relationship (QSAR) models with theoretical molecular descriptors are able to satisfactorily describe the obtained values for the whole set of acids. It is shown that the electron-density distribution in the aromatic ring exerts crucial influence on the albumin affinity.

Keywords: Hammett constants; QSAR; albumin; benzoic acids; binding constant; spectrofluorimetry

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