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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Sociedad Chilena de Química
2007
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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 |
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Scielo Chile |
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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 |
work_keys_str_mv |
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_version_ |
1718445370320617472 |