PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS

The photochemical behavior of nimodipine (NIMO) and felodipine (FELO), photolabile drugs widely used as antihypertensive calcium channel blockers, is studied in constrained media. Specifically, we are interested in the kinetic analysis of 4-aryl-1,4-dihydropyridine photodegradation processes when th...

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Autores principales: BRITO,JULIO, POZO,ANDRÉS, GARCÍA,CRISTÓBAL, NÚÑEZ-VERGARA,LUIS J, MORALES,JAVIER, GÜNTHER,GERMÁN, PIZARRO,NANCY
Lenguaje:English
Publicado: Sociedad Chilena de Química 2012
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300025
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spelling oai:scielo:S0717-970720120003000252019-02-19PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMSBRITO,JULIOPOZO,ANDRÉSGARCÍA,CRISTÓBALNÚÑEZ-VERGARA,LUIS JMORALES,JAVIERGÜNTHER,GERMÁNPIZARRO,NANCYThe photochemical behavior of nimodipine (NIMO) and felodipine (FELO), photolabile drugs widely used as antihypertensive calcium channel blockers, is studied in constrained media. Specifically, we are interested in the kinetic analysis of 4-aryl-1,4-dihydropyridine photodegradation processes when they are incorporated in biological-mimicking systems like micelles or liposomes. In order to establish if the nature of the head of surfactant (ionic or nonionic) could be important modulating the photo-reactivity of these drugs, we studied the photodegradation of NIMO and FELO incorporated in micelles formed with sodium dodecyl sulfate (SDS, anionic), dodecyl-pyridinium chloride (DPC, cationic) and mono lauryl sucrose ester (MLS, nonionic) as surfactants. Additionally, the results of the photodegradation of these compounds in liposomes were also included. The results clearly indicate that both dihydropyridines studied, NIMO and FELO, are located near to the interface, but the surface charge of micelles does not affect neither, the photodegradation rate constant nor the photodegradation products profile. The absence of singlet oxygen generation in micellar media is consistent with the proposition of these 4-aryl-1,4-dihidropyridines located near to the interface of the micelle, where a polar environment is sensed. In addition, the ethanol preferential location on membranes and dihydropyridine enhanced photodegradation by alcohol presence are interesting results to consider in future research.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.57 n.3 20122012-01-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300025en10.4067/S0717-97072012000300025
institution Scielo Chile
collection Scielo Chile
language English
description The photochemical behavior of nimodipine (NIMO) and felodipine (FELO), photolabile drugs widely used as antihypertensive calcium channel blockers, is studied in constrained media. Specifically, we are interested in the kinetic analysis of 4-aryl-1,4-dihydropyridine photodegradation processes when they are incorporated in biological-mimicking systems like micelles or liposomes. In order to establish if the nature of the head of surfactant (ionic or nonionic) could be important modulating the photo-reactivity of these drugs, we studied the photodegradation of NIMO and FELO incorporated in micelles formed with sodium dodecyl sulfate (SDS, anionic), dodecyl-pyridinium chloride (DPC, cationic) and mono lauryl sucrose ester (MLS, nonionic) as surfactants. Additionally, the results of the photodegradation of these compounds in liposomes were also included. The results clearly indicate that both dihydropyridines studied, NIMO and FELO, are located near to the interface, but the surface charge of micelles does not affect neither, the photodegradation rate constant nor the photodegradation products profile. The absence of singlet oxygen generation in micellar media is consistent with the proposition of these 4-aryl-1,4-dihidropyridines located near to the interface of the micelle, where a polar environment is sensed. In addition, the ethanol preferential location on membranes and dihydropyridine enhanced photodegradation by alcohol presence are interesting results to consider in future research.
author BRITO,JULIO
POZO,ANDRÉS
GARCÍA,CRISTÓBAL
NÚÑEZ-VERGARA,LUIS J
MORALES,JAVIER
GÜNTHER,GERMÁN
PIZARRO,NANCY
spellingShingle BRITO,JULIO
POZO,ANDRÉS
GARCÍA,CRISTÓBAL
NÚÑEZ-VERGARA,LUIS J
MORALES,JAVIER
GÜNTHER,GERMÁN
PIZARRO,NANCY
PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
author_facet BRITO,JULIO
POZO,ANDRÉS
GARCÍA,CRISTÓBAL
NÚÑEZ-VERGARA,LUIS J
MORALES,JAVIER
GÜNTHER,GERMÁN
PIZARRO,NANCY
author_sort BRITO,JULIO
title PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
title_short PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
title_full PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
title_fullStr PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
title_full_unstemmed PHOTODEGRADATION OF NIMODIPINE AND FELODIPINE IN MICROHETEROGENEOUS SYSTEMS
title_sort photodegradation of nimodipine and felodipine in microheterogeneous systems
publisher Sociedad Chilena de Química
publishDate 2012
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000300025
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