HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES

The solubilization of three commercial drugs (ornindazole, metronidazole and tinidazole) and model compounds (N-alkyl-2-methyl-4-nitroimidazoles) on aggregates formed by anionic polyelectrolytes, carrying alkyl side chains of different length, have been investigated in aqueous solution at pH 3.0, 7....

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Autores principales: SALAMANCA,CONSTAIN H, BARRAZA,RAÚL G, ACEVEDO,BETSABÉ, OLEA,ANDRÉS F
Lenguaje:English
Publicado: Sociedad Chilena de Química 2007
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000100014
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spelling oai:scielo:S0717-970720070001000142007-05-07HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLESSALAMANCA,CONSTAIN HBARRAZA,RAÚL GACEVEDO,BETSABÉOLEA,ANDRÉS F Polyelectrolyte maleic copolymers N-alkyl-nitroimidazoles partition drugs reservoirs The solubilization of three commercial drugs (ornindazole, metronidazole and tinidazole) and model compounds (N-alkyl-2-methyl-4-nitroimidazoles) on aggregates formed by anionic polyelectrolytes, carrying alkyl side chains of different length, have been investigated in aqueous solution at pH 3.0, 7.0 and 11.0. Potassium salts of poly(maleic acid-co-1-olefins), PA-nK2 with n ranging from 8 to 18, were used as micelle-forming polymers. The partition of these drugs between water and the hydrophobic microdomains provided by PA-nK2 was studied by the pseudo-phase model to determinate the distribution coefficient K S, and the standard free energy of transfer Δμºt. The results indicate that solubility of alkyl-nitroimidazoles on these polymer micelles depends moderately on the length of the alkyl chain, and therefore is mainly determined by the heterocyclic group. On the other hand, the solubilization of 1-hexyl-2-methyl-4-nitroimidazole increase with decreasing length of the side alkyl chain; i.e. K S follows the order PA-8K2 > PA-10K2 > PA-12K2 > PA-14K2 > PA-16K2 >PA-18K2info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.52 n.1 20072007-03-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000100014en10.4067/S0717-97072007000100014
institution Scielo Chile
collection Scielo Chile
language English
topic Polyelectrolyte
maleic copolymers
N-alkyl-nitroimidazoles
partition
drugs reservoirs
spellingShingle Polyelectrolyte
maleic copolymers
N-alkyl-nitroimidazoles
partition
drugs reservoirs
SALAMANCA,CONSTAIN H
BARRAZA,RAÚL G
ACEVEDO,BETSABÉ
OLEA,ANDRÉS F
HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
description The solubilization of three commercial drugs (ornindazole, metronidazole and tinidazole) and model compounds (N-alkyl-2-methyl-4-nitroimidazoles) on aggregates formed by anionic polyelectrolytes, carrying alkyl side chains of different length, have been investigated in aqueous solution at pH 3.0, 7.0 and 11.0. Potassium salts of poly(maleic acid-co-1-olefins), PA-nK2 with n ranging from 8 to 18, were used as micelle-forming polymers. The partition of these drugs between water and the hydrophobic microdomains provided by PA-nK2 was studied by the pseudo-phase model to determinate the distribution coefficient K S, and the standard free energy of transfer Δμºt. The results indicate that solubility of alkyl-nitroimidazoles on these polymer micelles depends moderately on the length of the alkyl chain, and therefore is mainly determined by the heterocyclic group. On the other hand, the solubilization of 1-hexyl-2-methyl-4-nitroimidazole increase with decreasing length of the side alkyl chain; i.e. K S follows the order PA-8K2 > PA-10K2 > PA-12K2 > PA-14K2 > PA-16K2 >PA-18K2
author SALAMANCA,CONSTAIN H
BARRAZA,RAÚL G
ACEVEDO,BETSABÉ
OLEA,ANDRÉS F
author_facet SALAMANCA,CONSTAIN H
BARRAZA,RAÚL G
ACEVEDO,BETSABÉ
OLEA,ANDRÉS F
author_sort SALAMANCA,CONSTAIN H
title HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
title_short HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
title_full HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
title_fullStr HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
title_full_unstemmed HYDROPHOBICALLY MODIFIED POLYELECTROLYTES AS POTENTIAL DRUGS RESERVOIRS OF N-ALKYL-NITROIMIDAZOLES
title_sort hydrophobically modified polyelectrolytes as potential drugs reservoirs of n-alkyl-nitroimidazoles
publisher Sociedad Chilena de Química
publishDate 2007
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072007000100014
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AT barrazaraulg hydrophobicallymodifiedpolyelectrolytesaspotentialdrugsreservoirsofnalkylnitroimidazoles
AT acevedobetsabe hydrophobicallymodifiedpolyelectrolytesaspotentialdrugsreservoirsofnalkylnitroimidazoles
AT oleaandresf hydrophobicallymodifiedpolyelectrolytesaspotentialdrugsreservoirsofnalkylnitroimidazoles
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