Enhancement of hydrosolubility and in vitro antiproliferative properties of chalcones following encapsulation into β-cyclodextrin/cellulose-nanocrystal complexes.

Chalcones Hydrosolubilization of hydrophobic drugs Nanoparticles Prostate and colorectal cancer cell lines β-Cyclodextrin/cellulose nanocrystals

Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
01 08 2019
Historique:
received: 02 05 2019
revised: 24 05 2019
accepted: 27 05 2019
pubmed: 5 6 2019
medline: 10 9 2020
entrez: 5 6 2019
Statut: ppublish

Résumé

This paper describes the preparation of two chalcone/β-cyclodextrin/cellulose-nanocrystals complexes and the study of their antiproliferative activities against two colorectal and two prostatic cancer cell lines. The aim of this work was to enhance hydrosolubility of chalcones thanks to the hydrophilic character of cellulose nanocrystals. These latter were linked, through ionic interactions, to a cationic derivative of β-cyclodextrins whose lipophilic cavity allowed the encapsulation of hydrophobic chalcones: 3-hydroxy-3',4,4',5'-tetramethoxychalcone (1) and 3',4,4',5'-tetramethoxychalcone (2). First, we showed that encapsulation allowed hydrosolubilization of chalcones. Then, chalcone/β-cyclodextrin/cellulose-nanocrystals complexes demonstrated enhanced in vitro antiproliferative activities, compared to the corresponding free-chalcones.

Identifiants

pubmed: 31160179
pii: S0960-894X(19)30362-2
doi: 10.1016/j.bmcl.2019.05.056
pii:
doi:

Substances chimiques

Chalcones 0
beta-Cyclodextrins 0
Cellulose 9004-34-6

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1895-1898

Informations de copyright

Copyright © 2019 Elsevier Ltd. All rights reserved.

Auteurs

Benjamin Rioux (B)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Christelle Pouget (C)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France. Electronic address: christelle.pouget@unilim.fr.

Gautier M A Ndong-Ntoutoume (GMA)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté des Sciences et Techniques, 123 avenue A. Thomas, 87060 Limoges Cedex, France.

Robert Granet (R)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté des Sciences et Techniques, 123 avenue A. Thomas, 87060 Limoges Cedex, France.

Aurélie Gamond (A)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Aurélie Laurent (A)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Aline Pinon (A)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Yves Champavier (Y)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France; BISCEm NMR platform, GEIST, Université de Limoges, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Bertrand Liagre (B)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Catherine Fagnère (C)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté de Pharmacie, 2 rue du Dr Marcland, 87025 Limoges Cedex, France.

Vincent Sol (V)

Laboratoire PEIRENE EA 7500, Université de Limoges, Faculté des Sciences et Techniques, 123 avenue A. Thomas, 87060 Limoges Cedex, France.

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Classifications MeSH