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Related Concept Videos

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Drug Solubilization in Simulated Intestinal Fluids vs Lipophilicity: Does Charge Matter?

Teodor Boyanov1, Liliya Vinarova1, Christophe Tistaert2

  • 1Department of Chemical and Pharmaceutical Engineering, Faculty of Chemistry and Pharmacy, Sofia University, 1164 Sofia, Bulgaria.

Molecular Pharmaceutics
|January 23, 2026
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Summary
This summary is machine-generated.

Drug ionization significantly impacts intestinal solubilization, affecting oral absorption. This study reveals electrostatic interactions are key for charged drugs, advancing predictive modeling for poorly soluble medications.

Keywords:
bilehydrophobic drugsionizationpKasolubility

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Area of Science:

  • Pharmacokinetics
  • Drug Discovery
  • Physical Chemistry

Background:

  • Drug solubilization in intestinal fluids is crucial for oral absorption and influenced by food.
  • Existing models for intestinal solubilization based on lipophilicity are limited, especially for ionized drugs.
  • Understanding drug ionization's role in lipophilicity-solubilization relationships is vital for accurate predictions.

Purpose of the Study:

  • To expand the dataset and develop a model clarifying the link between lipophilicity and solubilization for charged compounds.
  • To investigate the influence of drug ionization on intestinal solubilization.
  • To explore the role of electrostatic interactions in drug solubilization.

Main Methods:

  • Determined aqueous solubility, octanol-water partition coefficient (LogP/D), and solubilization in fed-state simulated intestinal fluids (FeSSIF) for 26 hydrophobic drugs.
  • Combined experimental data with literature values for a comprehensive analysis (n=198).
  • Varied FeSSIF pH to study drug solubilization in neutral and charged states.

Main Results:

  • A good overall correlation (R²=0.74) was found between intestinal solubilization and LogP/D.
  • Neutral compounds showed strong correlation with LogP (R²=0.89), but charged compounds lost correlation with LogD (R²=0.40).
  • Solubilization correlated well with LogD in the neutral state (R²=0.92) but not in the charged state (R²=0.02).

Conclusions:

  • Electrostatic interactions significantly affect the solubilization of ionized drugs in intestinal fluids.
  • Anionic drugs exhibited unexpectedly low solubilization, while cationic drugs showed phase separation.
  • Findings advance the understanding of drug solubilization in biorelevant media, supporting improved predictive modeling.