Literature DB >> 26602766

Intestinal Permeability of β-Lapachone and Its Cyclodextrin Complexes and Physical Mixtures.

Victor Mangas-Sanjuan1,2, Jorge Gutiérrez-Nieto2, Magdalena Echezarreta-López3, Isabel González-Álvarez1, Marta González-Álvarez1, Vicente-Germán Casabó1, Marival Bermejo4, Mariana Landin3.   

Abstract

BACKGROUND AND OBJECTIVES: β-Lapachone (βLAP) is a promising, poorly soluble, antitumoral drug. βLAP combination with cyclodextrins (CDs) improves its solubility and dissolution but there is not enough information about the impact of cyclodextrins on βLAP intestinal permeability. The objectives of this work were to characterize βLAP intestinal permeability and to elucidate cyclodextrins effect on the dissolution properties and on the intestinal permeability. The final goal was to evaluate CDs influence on the oral absorption of βLAP.
METHODS: Binary systems (physical mixtures and inclusion complexes) including βLAP and CDs (β-cyclodextrin: βCD, random-methyl-β-cyclodextrin: RMβCD and sulfobutylether-β-cyclodextrin: SBEβCD) have been prepared and analysed by differential scanning calorimetry. βLAP (and its combinations with CDs) absorption rate coefficients and effective permeability values have been determined in vitro in MDCK or MDCK-Mdr1 monolayers and in situ in rat by a closed loop perfusion technique.
RESULTS: DSC results confirmed the formation of the inclusion complexes. βLAP-CDs inclusion complexes improve drug solubility and dissolution rate in comparison with physical mixtures. βLAP presented a high permeability value which can provide complete oral absorption. Its oral absorption is limited by its low solubility and dissolution rate. Cyclodextrin (both as physical mixtures and inclusion complexes) showed a positive effect on the intestinal permeability of βLAP. Complexation with CDs does not reduce βLAP intestinal permeability in spite of the potential negative effect of the reduction in free fraction of the drug.
CONCLUSIONS: The use of RMβCD or SBEβCD inclusion complexes could benefit βLAP oral absorption by enhancing its solubility, dissolution rate and permeability.

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Year:  2016        PMID: 26602766     DOI: 10.1007/s13318-015-0310-5

Source DB:  PubMed          Journal:  Eur J Drug Metab Pharmacokinet        ISSN: 0378-7966            Impact factor:   2.569


  52 in total

1.  Transintestinal secretion of ciprofloxacin, grepafloxacin and sparfloxacin: in vitro and in situ inhibition studies.

Authors:  M Rodríguez-Ibáñez; R Nalda-Molina; M Montalar-Montero; M V Bermejo; V Merino; T M Garrigues
Journal:  Eur J Pharm Biopharm       Date:  2003-03       Impact factor: 5.571

2.  Accounting for the solubility-permeability interplay in oral formulation development for poor water solubility drugs: the effect of PEG-400 on carbamazepine absorption.

Authors:  Avital Beig; Jonathan M Miller; Arik Dahan
Journal:  Eur J Pharm Biopharm       Date:  2012-02-24       Impact factor: 5.571

Review 3.  Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization.

Authors:  T Loftsson; M E Brewster
Journal:  J Pharm Sci       Date:  1996-10       Impact factor: 3.534

4.  In-situ intestinal rat perfusions for human Fabs prediction and BCS permeability class determination: Investigation of the single-pass vs. the Doluisio experimental approaches.

Authors:  Isabel Lozoya-Agullo; Moran Zur; Omri Wolk; Avital Beig; Isabel González-Álvarez; Marta González-Álvarez; Matilde Merino-Sanjuán; Marival Bermejo; Arik Dahan
Journal:  Int J Pharm       Date:  2015-01-13       Impact factor: 5.875

Review 5.  The utility of cyclodextrins for enhancing oral bioavailability.

Authors:  Rebecca L Carrier; Lee A Miller; Imran Ahmed
Journal:  J Control Release       Date:  2007-08-16       Impact factor: 9.776

6.  Effect of cyclodextrins on biological membrane. II. Mechanism of enhancement on the intestinal absorption of non-absorbable drug by cyclodextrins.

Authors:  K Nakanishi; T Nadai; M Masada; K Miyajima
Journal:  Chem Pharm Bull (Tokyo)       Date:  1992-05       Impact factor: 1.645

7.  Biophysical models as an approach to study passive absorption in drug development: 6-fluoroquinolones.

Authors:  V Merino; J Freixas; M del Val Bermejo; T M Garrigues; J Moreno; J M Plá-Delfina
Journal:  J Pharm Sci       Date:  1995-06       Impact factor: 3.534

8.  Modeling the influence of cyclodextrins on oral absorption of low solubility drugs: II. Experimental validation.

Authors:  Ece Dilber Gamsiz; Lee Miller; Avinash G Thombre; Imran Ahmed; Rebecca Lyn Carrier
Journal:  Biotechnol Bioeng       Date:  2010-02-01       Impact factor: 4.530

9.  Enhancement of solubility and bioavailability of beta-lapachone using cyclodextrin inclusion complexes.

Authors:  Norased Nasongkla; Andy F Wiedmann; Andrew Bruening; Meghan Beman; Dale Ray; William G Bornmann; David A Boothman; Jinming Gao
Journal:  Pharm Res       Date:  2003-10       Impact factor: 4.580

10.  Characterization of beta-lapachone and methylated beta-cyclodextrin solid-state systems.

Authors:  Marcílio S S Cunha-Filho; Bruno Dacunha-Marinho; Juan J Torres-Labandeira; Ramón Martínez-Pacheco; Mariana Landín
Journal:  AAPS PharmSciTech       Date:  2007-07-27       Impact factor: 4.026

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  2 in total

Review 1.  Enhancing Oral Absorption of β-Lapachone: Progress Till Date.

Authors:  Marival Bermejo; Victor Mangas-Sanjuan; Isabel Gonzalez-Alvarez; Marta Gonzalez-Alvarez
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2017-02       Impact factor: 2.569

Review 2.  Anticancer Potential of Resveratrol, β-Lapachone and Their Analogues.

Authors:  Danielly C Ferraz da Costa; Luciana Pereira Rangel; Mafalda Maria Duarte da Cunha Martins-Dinis; Giulia Diniz da Silva Ferretti; Vitor F Ferreira; Jerson L Silva
Journal:  Molecules       Date:  2020-02-18       Impact factor: 4.927

  2 in total

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