Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen

[EN]The effect of the polyvinylpyrrolidone and/or hydroxypropyl-b-cyclodextrin on the photolability of aqueous solutions of the antiinflammatory drug Naproxen was studied. Kinetic studies revealed that the presence of all of these additives reduced drug photodegradation. In all cases, the presence o...

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Authors: Valero Juan, Margarita; Esteban, Brígida
Format: Article
Status:Published version
Publication date:2004
Country:España
Institution:Universidad de Salamanca (USAL)
Repository:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:dnet:gredos______::c4c7d3459b132ce67757573104b9dd16
Online Access:http://hdl.handle.net/10366/171081
Access Level:Open access
Keyword:Naproxen photodegradation
Hydroxypropyl-b-cyclodextrin
Polyvinyl pyrrolidone
Binary complex
Ternary complex
Photosensitizing effects
Naproxen
Ternary Complex Factors
Photosensitizing Agents
fármacos fotosensibilizantes
naproxeno
factores complejos ternarios
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author Valero Juan, Margarita
author2 Esteban, Brígida
author2_role author
author_browse Esteban, Brígida
Valero Juan, Margarita
author_facet Valero Juan, Margarita
Esteban, Brígida
author_role author
collection GREDOS. Repositorio Institucional de la Universidad de Salamanca
description [EN]The effect of the polyvinylpyrrolidone and/or hydroxypropyl-b-cyclodextrin on the photolability of aqueous solutions of the antiinflammatory drug Naproxen was studied. Kinetic studies revealed that the presence of all of these additives reduced drug photodegradation. In all cases, the presence of the different additives elicited a change in the photomixture composition, being the alcoholic derivative the major photoproduct formed. Nevertheless, the change in the efficiency of the process and the amount of the photoproducts formed in the different systems were not related with the biodamage produced by the drug. In this sense, the presence of free Naproxen clearly sensitized the photoperoxidation of linoleic acid. The photosensitizing effect decreased as the PVP concentration increased. Different protection provides the binary (Naproxen:HP-b-CD) and ternary (Naproxen:HP-b- CD:PVP) complexes. The binary complex formation had not effect on the prevention of photooxidation of linoleic acid sensitized by the drug, whereas the ternary complex formation supresses the drug effect. The different behaviour observed with b-CD and HPb- CD and the structural differences of both cyclodextrins seem to indicate that in the case of the HP-b-CD the linoleic binds with the CD and takes contact with the drug. These results confirm that in these systems the prevention of biodamage would be due to a decrease in the contact between the short-lived species generated during Naproxen photodegradation and biological structures, rather than due to the nature or amount of the photoproducts. In addition, the ability of the complex to interact with the biological structure depends on the structure of both interacting species.
eu_rights_str_mv openAccess
format article
id ES_09227bbd7739504ca952aaa953e611d0
institution Universidad de Salamanca (USAL)
instname_str Universidad de Salamanca (USAL)
network_acronym_str ES
network_name_str España
oai_identifier_str oai:dnet:gredos______::c4c7d3459b132ce67757573104b9dd16
publishDate 2004
publishDateSort 2004
publisher Elsevier
publisherStr Elsevier
reponame_str GREDOS. Repositorio Institucional de la Universidad de Salamanca
spelling Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen Valero Juan, Margarita Esteban, Brígida Naproxen photodegradation Hydroxypropyl-b-cyclodextrin Polyvinyl pyrrolidone Binary complex Ternary complex Photosensitizing effects Naproxen Ternary Complex Factors Photosensitizing Agents fármacos fotosensibilizantes naproxeno factores complejos ternarios [EN]The effect of the polyvinylpyrrolidone and/or hydroxypropyl-b-cyclodextrin on the photolability of aqueous solutions of the antiinflammatory drug Naproxen was studied. Kinetic studies revealed that the presence of all of these additives reduced drug photodegradation. In all cases, the presence of the different additives elicited a change in the photomixture composition, being the alcoholic derivative the major photoproduct formed. Nevertheless, the change in the efficiency of the process and the amount of the photoproducts formed in the different systems were not related with the biodamage produced by the drug. In this sense, the presence of free Naproxen clearly sensitized the photoperoxidation of linoleic acid. The photosensitizing effect decreased as the PVP concentration increased. Different protection provides the binary (Naproxen:HP-b-CD) and ternary (Naproxen:HP-b- CD:PVP) complexes. The binary complex formation had not effect on the prevention of photooxidation of linoleic acid sensitized by the drug, whereas the ternary complex formation supresses the drug effect. The different behaviour observed with b-CD and HPb- CD and the structural differences of both cyclodextrins seem to indicate that in the case of the HP-b-CD the linoleic binds with the CD and takes contact with the drug. These results confirm that in these systems the prevention of biodamage would be due to a decrease in the contact between the short-lived species generated during Naproxen photodegradation and biological structures, rather than due to the nature or amount of the photoproducts. In addition, the ability of the complex to interact with the biological structure depends on the structure of both interacting species. Elsevier http://hdl.handle.net/10366/171081
spellingShingle Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
Valero Juan, Margarita
Naproxen photodegradation
Hydroxypropyl-b-cyclodextrin
Polyvinyl pyrrolidone
Binary complex
Ternary complex
Photosensitizing effects
Naproxen
Ternary Complex Factors
Photosensitizing Agents
fármacos fotosensibilizantes
naproxeno
factores complejos ternarios
status_str publishedVersion
title Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
title_full Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
title_fullStr Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
title_full_unstemmed Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
title_short Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
title_sort Effect of binary and ternary polyvinylpyrrolidone and/or hydroxypropyl-β-cyclodextrin complexes on the photochemical and photosensitizing properties of Naproxen
topic Naproxen photodegradation
Hydroxypropyl-b-cyclodextrin
Polyvinyl pyrrolidone
Binary complex
Ternary complex
Photosensitizing effects
Naproxen
Ternary Complex Factors
Photosensitizing Agents
fármacos fotosensibilizantes
naproxeno
factores complejos ternarios
topic_facet Naproxen photodegradation
Hydroxypropyl-b-cyclodextrin
Polyvinyl pyrrolidone
Binary complex
Ternary complex
Photosensitizing effects
Naproxen
Ternary Complex Factors
Photosensitizing Agents
fármacos fotosensibilizantes
naproxeno
factores complejos ternarios
url http://hdl.handle.net/10366/171081