Cyclodextrin solubilization and complexation of antiretroviral drug lopinavir: In silico prediction; Effects of derivatization, molar ratio and preparation method

Oluwatomide Adeoye, Jaime Conceição, Patrícia A. Serra, Andreia Bento da Silva, Noélia Duarte, Rita C. Guedes, Marta C. Corvo, Ana Aguiar-Ricardo, László Jicsinszky, Teresa Casimiro, Helena Cabral-Marques

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Lopinavir (LPV) is currently used in combination with ritonavir for the clinical management of HIV infections due to its limited oral bioavailability. Herein, we report the application of an in silico method to study cyclodextrin (CyD) host-guest molecular interaction with LPV for the rational selection of the best CyD for developing a CyD based LPV delivery system. The predicted CyD, a (2-hydroxy)propyl-gamma derivative with high degree of substitution (HP17-γ-CyD) was synthesized and comparatively evaluated with γ-CyD and the commercially available HP-γ-CyD. All complexes were prepared by supercritical assisted spray drying (SASD) and co-evaporation (CoEva) at molar ratios (1:1 and 1:2); and afterwards fully characterized. Results indicate a higher LPV amorphization and solubilization ability of HP17-γ-CyD. The SASD processing technology also enhanced LPV solubilization and release from complexes. The application of in silico methodologies is a feasible approach for the rational and/or deductive development of CyD drug delivery systems.

Original languageEnglish
Article number115287
JournalCarbohydrate Polymers
Volume227
DOIs
Publication statusPublished - 1 Jan 2020

Keywords

  • (2-Hydroxy)propyl-γ-cyclodextrin
  • Aluviran
  • HIV/AIDS
  • Molecular docking and dynamics
  • Supercritical fluid assisted spray drying

Fingerprint Dive into the research topics of 'Cyclodextrin solubilization and complexation of antiretroviral drug lopinavir: In silico prediction; Effects of derivatization, molar ratio and preparation method'. Together they form a unique fingerprint.

  • Cite this