Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles

[EN]The photochemistry and other properties of the anti-inflammatory drug (NSAID) naproxen (NP) in sodium dodecyl sulfate, SDS, micellar aqueous solutions at pH = 7 (NP is in anionic form) were studied. The large value of the partition coefficient (P) was obtained, logP = 2.7, showing that the most...

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Autores: Valero Juan, Margarita, Sultimova, Natalya B., Houston, Judith E., Levin, Peter P.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2020
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:dnet:gredos______::3036011ef41789d8d3d889d88c96c6a7
Acceso en línea:http://hdl.handle.net/10366/170994
Access Level:acceso abierto
Palabra clave:Naproxen sodium
Sodium dodecyl sulfate (SDS)
Micelles
Small angle neutron scatering (SANS)
Photochemistry
Fluorescence
Laser flash photolysis
Scattering, Small Angle
Naproxen
micelas
fluorescencia
naproxeno
dispersión de ángulos pequeños
fotoquímica
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oai_identifier_str oai:dnet:gredos______::3036011ef41789d8d3d889d88c96c6a7
network_acronym_str ES
network_name_str España
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spelling Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micellesValero Juan, MargaritaSultimova, Natalya B.Houston, Judith E.Levin, Peter P.Naproxen sodiumSodium dodecyl sulfate (SDS)MicellesSmall angle neutron scatering (SANS)PhotochemistryFluorescenceLaser flash photolysisScattering, Small AngleNaproxenPhotochemistryMicellesFluorescencemicelasfluorescencianaproxenodispersión de ángulos pequeñosfotoquímica[EN]The photochemistry and other properties of the anti-inflammatory drug (NSAID) naproxen (NP) in sodium dodecyl sulfate, SDS, micellar aqueous solutions at pH = 7 (NP is in anionic form) were studied. The large value of the partition coefficient (P) was obtained, logP = 2.7, showing that the most part of NP is localized in the micellar phase. The solubilization in SDS micelles results in NP fluorescence and photodegradation quantum yields decrease. The photoproducts 6-methoxy-2-(1-hydroxyethyl)-naphthalene and 6-methoxy-2-acetyl-naphthalene were found by gas chromatography/mass spectrometry (GC/MS). Both photoproducts were formed in SDS solution in significantly smaller amounts than in water. Small angle neutron scattering (SANS) showed that the presence of NP has small effect on the micellar structure. Only a slight decrease of the ionization degree of the micelle was observed by SANS, suggesting that NP was localized in the vicinity of micellar surface. The NP triplet excited state, hydrated electron, NP radical cation and some other relatively long lived intermediate were observed by laser flash photolysis of NP in micellar solution. The decay kinetics of these intermediates was different with respect to that in the homogeneous media. The reactivity of NP in SDS micellar environment was compared to that in the homogeneous media and the probable nature of the intermediate precursors of the final photoproducts are under the discussion.Elsevier202620262020info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10366/170994reponame:GREDOS. Repositorio Institucional de la Universidad de Salamancainstname:Universidad de Salamanca (USAL)InglésAttribution-NonCommercial-NoDerivatives 4.0 Internacionalhttp://creativecommons.org/licenses/by-nc-nd/4.0/info:eu-repo/semantics/openAccessoai:dnet:gredos______::3036011ef41789d8d3d889d88c96c6a72026-06-07T06:28:51Z
dc.title.none.fl_str_mv Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
title Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
spellingShingle Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
Valero Juan, Margarita
Naproxen sodium
Sodium dodecyl sulfate (SDS)
Micelles
Small angle neutron scatering (SANS)
Photochemistry
Fluorescence
Laser flash photolysis
Scattering, Small Angle
Naproxen
Photochemistry
Micelles
Fluorescence
micelas
fluorescencia
naproxeno
dispersión de ángulos pequeños
fotoquímica
title_short Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
title_full Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
title_fullStr Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
title_full_unstemmed Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
title_sort Naproxen sodium salt photochemistry in aqueous sodium dodecyl sulfate (SDS) ellipsoidal micelles
dc.creator.none.fl_str_mv Valero Juan, Margarita
Sultimova, Natalya B.
Houston, Judith E.
Levin, Peter P.
author Valero Juan, Margarita
author_facet Valero Juan, Margarita
Sultimova, Natalya B.
Houston, Judith E.
Levin, Peter P.
author_role author
author2 Sultimova, Natalya B.
Houston, Judith E.
Levin, Peter P.
author2_role author
author
author
dc.subject.none.fl_str_mv Naproxen sodium
Sodium dodecyl sulfate (SDS)
Micelles
Small angle neutron scatering (SANS)
Photochemistry
Fluorescence
Laser flash photolysis
Scattering, Small Angle
Naproxen
Photochemistry
Micelles
Fluorescence
micelas
fluorescencia
naproxeno
dispersión de ángulos pequeños
fotoquímica
topic Naproxen sodium
Sodium dodecyl sulfate (SDS)
Micelles
Small angle neutron scatering (SANS)
Photochemistry
Fluorescence
Laser flash photolysis
Scattering, Small Angle
Naproxen
Photochemistry
Micelles
Fluorescence
micelas
fluorescencia
naproxeno
dispersión de ángulos pequeños
fotoquímica
description [EN]The photochemistry and other properties of the anti-inflammatory drug (NSAID) naproxen (NP) in sodium dodecyl sulfate, SDS, micellar aqueous solutions at pH = 7 (NP is in anionic form) were studied. The large value of the partition coefficient (P) was obtained, logP = 2.7, showing that the most part of NP is localized in the micellar phase. The solubilization in SDS micelles results in NP fluorescence and photodegradation quantum yields decrease. The photoproducts 6-methoxy-2-(1-hydroxyethyl)-naphthalene and 6-methoxy-2-acetyl-naphthalene were found by gas chromatography/mass spectrometry (GC/MS). Both photoproducts were formed in SDS solution in significantly smaller amounts than in water. Small angle neutron scattering (SANS) showed that the presence of NP has small effect on the micellar structure. Only a slight decrease of the ionization degree of the micelle was observed by SANS, suggesting that NP was localized in the vicinity of micellar surface. The NP triplet excited state, hydrated electron, NP radical cation and some other relatively long lived intermediate were observed by laser flash photolysis of NP in micellar solution. The decay kinetics of these intermediates was different with respect to that in the homogeneous media. The reactivity of NP in SDS micellar environment was compared to that in the homogeneous media and the probable nature of the intermediate precursors of the final photoproducts are under the discussion.
publishDate 2020
dc.date.none.fl_str_mv 2020
2026
2026
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10366/170994
url http://hdl.handle.net/10366/170994
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.rights.none.fl_str_mv Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Attribution-NonCommercial-NoDerivatives 4.0 Internacional
http://creativecommons.org/licenses/by-nc-nd/4.0/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:GREDOS. Repositorio Institucional de la Universidad de Salamanca
instname:Universidad de Salamanca (USAL)
instname_str Universidad de Salamanca (USAL)
reponame_str GREDOS. Repositorio Institucional de la Universidad de Salamanca
collection GREDOS. Repositorio Institucional de la Universidad de Salamanca
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869405450896670720
score 15.811543

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