Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products

The purpose of this study was to obtain information on the photochemical properties of ketoconazole, an antifungal agent. Photodegradation of ketoconazole in solution and shampoo under exposure to UV-C (254 nm) and UV-A (352 nm) radiations as well as daylight was monitored by HPLC. Separation of ket...

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Autores principales:	Staub, Inara, Flores, Letícia, Gosmann, Grace, Pohlmann, Adriana Raffin, Fröehlich, Pedro Eduardo, Schapoval, Elfrides E. S., Bergold, Ana Maria
Formato:	Articulo
Lenguaje:	Inglés
Publicado:	2010
Materias:	Farmacia antifungal activity; ketoconazole; liquid chromatography; photoproduct characterization; photostability
Acceso en línea:	http://sedici.unlp.edu.ar/handle/10915/8034 http://www.latamjpharm.org/resumenes/29/7/LAJOP_29_7_1_7.pdf
Aporte de:	SEDICI (UNLP) de Universidad Nacional de La Plata

id	I19-R120-10915-8034
record_format	dspace
institution	Universidad Nacional de La Plata
institution_str	I-19
repository_str	R-120
collection	SEDICI (UNLP)
language	Inglés
topic	Farmacia antifungal activity; ketoconazole; liquid chromatography; photoproduct characterization; photostability
spellingShingle	Farmacia antifungal activity; ketoconazole; liquid chromatography; photoproduct characterization; photostability Staub, Inara Flores, Letícia Gosmann, Grace Pohlmann, Adriana Raffin Fröehlich, Pedro Eduardo Schapoval, Elfrides E. S. Bergold, Ana Maria Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
topic_facet	Farmacia antifungal activity; ketoconazole; liquid chromatography; photoproduct characterization; photostability
description	The purpose of this study was to obtain information on the photochemical properties of ketoconazole, an antifungal agent. Photodegradation of ketoconazole in solution and shampoo under exposure to UV-C (254 nm) and UV-A (352 nm) radiations as well as daylight was monitored by HPLC. Separation of ketoconazole from its degradation products was obtained with monoisopropylamine - methanol (2:500 v/v) and amonium acetate- water (1:200 w/v) (7:3 v/v) as mobile phase on a LiChrospher® 100 column RP-8, 5 μm (150 mm x 4.6 mm) and a flow rate of 1 ml/min. The main protodegradation products: (cis-1-acetyl-4-{4-[[2-(2-chlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3- dioxolan-4-yl]methoxy]phenyl}piperazine and (cis-1-acetyl-4-{4-[[2-(4-chlorophenyl)-2-(1H-imidazol- 1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl} piperazine, were isolated and characterized by HPLC-MS and NMR spectrometry. The results indicated photodechlorination of ketoconazole when exposed to light and a significant decrease in antifungal activity.
format	Articulo Articulo
author	Staub, Inara Flores, Letícia Gosmann, Grace Pohlmann, Adriana Raffin Fröehlich, Pedro Eduardo Schapoval, Elfrides E. S. Bergold, Ana Maria
author_facet	Staub, Inara Flores, Letícia Gosmann, Grace Pohlmann, Adriana Raffin Fröehlich, Pedro Eduardo Schapoval, Elfrides E. S. Bergold, Ana Maria
author_sort	Staub, Inara
title	Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
title_short	Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
title_full	Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
title_fullStr	Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
title_full_unstemmed	Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
title_sort	photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products
publishDate	2010
url	http://sedici.unlp.edu.ar/handle/10915/8034 http://www.latamjpharm.org/resumenes/29/7/LAJOP_29_7_1_7.pdf
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Photostability studies of ketoconazole: isolation and structural elucidation of the main photodegradation products

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