Enhancement of solubility of albendazole by complexation with β-cyclodextrin

Enhancement of solubility of albendazole by complexation with β-cyclodextrin

A high dosage of albendazole (ABZ) is required for treating systemic helminthe infections because of its low solubility. Aiming at increasing ABZ solubility, complexation with beta-cyclodextrin (β-CD) using aqueous and acetic acid solutions as ABZ solubilizer was studied. In aqueous β-CD, complexation increased solubility 53.4 times, giving a complex equilibrium constant of 1266 L mol-1 with a maximum ABZ concentration of 276 µmol L-1 for 16.3 mmol L-1 β-CD. For complexation in 1.05 mol L-1 acetic acid, UV absorbance spectra and ¹H-NMR analysis confirmed complex formation. The UV absorbance of ABZ/acid acetic/β-CD solutions was modeled by the formation of two complexes with molar ratios 1:1 and 1:2 ABZ:β-CD. When neutralized with NaOH these solutions did not form precipitates only for the ABZ:β-CD molar ratios of 1:8 and 1:10, showing that ABZ solubility could be increased 306 times. Results show that high β-CD molar ratios hold ABZ in solution by complexation enhanced by the acetate anion.

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Main Authors: Moriwaki,C., Costa,G. L., Ferracini,C. N., Moraes,F. F. de, Zanin,G. M., Pineda,E. A. G., Matioli,G.
Format: Digital revista
Language:English
Published: Brazilian Society of Chemical Engineering 2008
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322008000200005
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spelling oai:scielo:S0104-663220080002000052008-07-03Enhancement of solubility of albendazole by complexation with β-cyclodextrinMoriwaki,C.Costa,G. L.Ferracini,C. N.Moraes,F. F. deZanin,G. M.Pineda,E. A. G.Matioli,G. Albendazole Cyclodextrins β-cyclodextrin Complexation Solubility A high dosage of albendazole (ABZ) is required for treating systemic helminthe infections because of its low solubility. Aiming at increasing ABZ solubility, complexation with beta-cyclodextrin (β-CD) using aqueous and acetic acid solutions as ABZ solubilizer was studied. In aqueous β-CD, complexation increased solubility 53.4 times, giving a complex equilibrium constant of 1266 L mol-1 with a maximum ABZ concentration of 276 µmol L-1 for 16.3 mmol L-1 β-CD. For complexation in 1.05 mol L-1 acetic acid, UV absorbance spectra and ¹H-NMR analysis confirmed complex formation. The UV absorbance of ABZ/acid acetic/β-CD solutions was modeled by the formation of two complexes with molar ratios 1:1 and 1:2 ABZ:β-CD. When neutralized with NaOH these solutions did not form precipitates only for the ABZ:β-CD molar ratios of 1:8 and 1:10, showing that ABZ solubility could be increased 306 times. Results show that high β-CD molar ratios hold ABZ in solution by complexation enhanced by the acetate anion.info:eu-repo/semantics/openAccessBrazilian Society of Chemical EngineeringBrazilian Journal of Chemical Engineering v.25 n.2 20082008-06-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322008000200005en10.1590/S0104-66322008000200005
institution SCIELO
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country Brasil
countrycode BR
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access En linea
databasecode rev-scielo-br
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region America del Sur
libraryname SciELO
language English
format Digital
author Moriwaki,C.
Costa,G. L.
Ferracini,C. N.
Moraes,F. F. de
Zanin,G. M.
Pineda,E. A. G.
Matioli,G.
spellingShingle Moriwaki,C.
Costa,G. L.
Ferracini,C. N.
Moraes,F. F. de
Zanin,G. M.
Pineda,E. A. G.
Matioli,G.
Enhancement of solubility of albendazole by complexation with β-cyclodextrin
author_facet Moriwaki,C.
Costa,G. L.
Ferracini,C. N.
Moraes,F. F. de
Zanin,G. M.
Pineda,E. A. G.
Matioli,G.
author_sort Moriwaki,C.
title Enhancement of solubility of albendazole by complexation with β-cyclodextrin
title_short Enhancement of solubility of albendazole by complexation with β-cyclodextrin
title_full Enhancement of solubility of albendazole by complexation with β-cyclodextrin
title_fullStr Enhancement of solubility of albendazole by complexation with β-cyclodextrin
title_full_unstemmed Enhancement of solubility of albendazole by complexation with β-cyclodextrin
title_sort enhancement of solubility of albendazole by complexation with β-cyclodextrin
description A high dosage of albendazole (ABZ) is required for treating systemic helminthe infections because of its low solubility. Aiming at increasing ABZ solubility, complexation with beta-cyclodextrin (β-CD) using aqueous and acetic acid solutions as ABZ solubilizer was studied. In aqueous β-CD, complexation increased solubility 53.4 times, giving a complex equilibrium constant of 1266 L mol-1 with a maximum ABZ concentration of 276 µmol L-1 for 16.3 mmol L-1 β-CD. For complexation in 1.05 mol L-1 acetic acid, UV absorbance spectra and ¹H-NMR analysis confirmed complex formation. The UV absorbance of ABZ/acid acetic/β-CD solutions was modeled by the formation of two complexes with molar ratios 1:1 and 1:2 ABZ:β-CD. When neutralized with NaOH these solutions did not form precipitates only for the ABZ:β-CD molar ratios of 1:8 and 1:10, showing that ABZ solubility could be increased 306 times. Results show that high β-CD molar ratios hold ABZ in solution by complexation enhanced by the acetate anion.
publisher Brazilian Society of Chemical Engineering
publishDate 2008
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0104-66322008000200005
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