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Solid-state characterization of sertraline base-β-cyclodextrin inclusion complex.

Noriko Ogawa1, Takuro Hashimoto2, Takayuki Furuishi2

  • 1Department of Pharmaceutical Engineering, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi 464-8650, Japan.

Journal of Pharmaceutical and Biomedical Analysis
|February 1, 2015
PubMed
Summary

Sertraline free base forms an inclusion complex with beta-cyclodextrin (β-CD), improving its properties. This complex formation, with a 1:1 ratio, offers potential for enhanced sertraline absorption and delivery.

Keywords:
ComplexationComputational interpretationSertraline baseSolid-state analysisβ-Cyclodextrin

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Area of Science:

  • Pharmaceutical Sciences
  • Drug Delivery Systems
  • Physical Chemistry

Background:

  • Sertraline, a selective serotonin reuptake inhibitor (SSRI), treats depression and anxiety disorders.
  • Sertraline hydrochloride salt has good water solubility, but the free base is more hydrophobic, potentially limiting absorption.
  • Enhancing sertraline free base solubility is crucial for improving its bioavailability.

Purpose of the Study:

  • To investigate the interaction between sertraline free base and beta-cyclodextrin (β-CD).
  • To characterize the physicochemical properties of the resulting sertraline-β-CD complex.
  • To evaluate the potential of β-CD as a carrier for improving sertraline delivery.

Main Methods:

  • Conversion of sertraline hydrochloride to its free base form.
  • Formation of sertraline-β-CD inclusion complex.
  • Solid-state characterization using phase solubility, DSC, FT-IR, FT-Raman, PXRD, and 13C CP-MAS NMR.
  • Stoichiometric ratio determination via 1H NMR in DMSO-d6.

Main Results:

  • Sertraline free base and β-CD form a stable inclusion complex.
  • The solid-state complex exhibits a 1:1 stoichiometric ratio.
  • Physicochemical analyses confirmed the formation and characteristics of the complex.

Conclusions:

  • Beta-cyclodextrin effectively forms an inclusion complex with sertraline free base.
  • The 1:1 complex formation suggests a potential strategy for enhancing sertraline solubility and absorption.
  • This study provides insights into the interaction mechanism for improved pharmaceutical formulation of sertraline.