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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Sociedad Chilena de Química
2012
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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 |
work_keys_str_mv |
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_version_ |
1718445472068141056 |