Photodegradation of nimodipine and felodipine in microheterogeneous systems

Julio Brito, Andrés Pozo, Cristóbal García, Luis J. Núñez-Vergara, Javier Morales, Germán Günther, Nancy Pizarro

Resultado de la investigación: Article

4 Citas (Scopus)

Resumen

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.

Idioma originalEnglish
Páginas (desde-hasta)1313-1317
Número de páginas5
PublicaciónJournal of the Chilean Chemical Society
Volumen57
N.º3
EstadoPublished - 2012

Huella dactilar

Felodipine
Nimodipine
Photodegradation
Micelles
Surface-Active Agents
Liposomes
Dihydropyridines
Singlet Oxygen
Calcium Channel Blockers
Biological systems
Surface charge
Sodium Dodecyl Sulfate
Pharmaceutical Preparations
Antihypertensive Agents
Rate constants
Esters
Ethanol
Alcohols
Membranes
Kinetics

ASJC Scopus subject areas

  • Chemistry(all)

Citar esto

Brito, J., Pozo, A., García, C., Núñez-Vergara, L. J., Morales, J., Günther, G., & Pizarro, N. (2012). Photodegradation of nimodipine and felodipine in microheterogeneous systems. Journal of the Chilean Chemical Society, 57(3), 1313-1317.
Brito, Julio ; Pozo, Andrés ; García, Cristóbal ; Núñez-Vergara, Luis J. ; Morales, Javier ; Günther, Germán ; Pizarro, Nancy. / Photodegradation of nimodipine and felodipine in microheterogeneous systems. En: Journal of the Chilean Chemical Society. 2012 ; Vol. 57, N.º 3. pp. 1313-1317.
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abstract = "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.",
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Brito, J, Pozo, A, García, C, Núñez-Vergara, LJ, Morales, J, Günther, G & Pizarro, N 2012, 'Photodegradation of nimodipine and felodipine in microheterogeneous systems', Journal of the Chilean Chemical Society, vol. 57, n.º 3, pp. 1313-1317.

Photodegradation of nimodipine and felodipine in microheterogeneous systems. / Brito, Julio; Pozo, Andrés; García, Cristóbal; Núñez-Vergara, Luis J.; Morales, Javier; Günther, Germán; Pizarro, Nancy.

En: Journal of the Chilean Chemical Society, Vol. 57, N.º 3, 2012, p. 1313-1317.

Resultado de la investigación: Article

TY - JOUR

T1 - Photodegradation of nimodipine and felodipine in microheterogeneous systems

AU - Brito, Julio

AU - Pozo, Andrés

AU - García, Cristóbal

AU - Núñez-Vergara, Luis J.

AU - Morales, Javier

AU - Günther, Germán

AU - Pizarro, Nancy

PY - 2012

Y1 - 2012

N2 - 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.

AB - 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.

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M3 - Article

AN - SCOPUS:84873658186

VL - 57

SP - 1313

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JO - Journal of the Chilean Chemical Society

JF - Journal of the Chilean Chemical Society

SN - 0717-9324

IS - 3

ER -

Brito J, Pozo A, García C, Núñez-Vergara LJ, Morales J, Günther G y otros. Photodegradation of nimodipine and felodipine in microheterogeneous systems. Journal of the Chilean Chemical Society. 2012;57(3):1313-1317.