N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000300609 |
Resumo: | In this study, the chemistry stability of hydroquinone (HQ) was evaluated according to its effects in redox properties and compared to kojic acid (KA). The HQ oxidation was more inhibited by N-acetylcysteine (NAC) than ascorbic acid (AA). These results were elucidated using theoretical methods at the DFT/B3LYP level of theory. All electronic parameters were related between antioxidant performance and highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), HOMO-LUMO value gap (GAP), ionization potential (IP), and phenol or enol bond dissociation energy (BDEOH) values. However, the interactions between HQ and NAC cannot be related by changing of these electronic parameters. Therefore the high calculated values for electron transfer can be associated to NAC due to polarizability or chelation properties of sulfur moiety. |
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N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental ApproachhydroquinoneN-acetylcysteinestabilityantioxidantmolecular modelingIn this study, the chemistry stability of hydroquinone (HQ) was evaluated according to its effects in redox properties and compared to kojic acid (KA). The HQ oxidation was more inhibited by N-acetylcysteine (NAC) than ascorbic acid (AA). These results were elucidated using theoretical methods at the DFT/B3LYP level of theory. All electronic parameters were related between antioxidant performance and highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), HOMO-LUMO value gap (GAP), ionization potential (IP), and phenol or enol bond dissociation energy (BDEOH) values. However, the interactions between HQ and NAC cannot be related by changing of these electronic parameters. Therefore the high calculated values for electron transfer can be associated to NAC due to polarizability or chelation properties of sulfur moiety.Sociedade Brasileira de Química2018-03-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000300609Journal of the Brazilian Chemical Society v.29 n.3 2018reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20170174info:eu-repo/semantics/openAccessBorges,Rosivaldo S.Costa,Fernanda M.Pereira,Tiago L.Araújo,Renata L.Almeida,Eduardo D.Silva,Albérico B. F. daeng2018-02-28T00:00:00Zoai:scielo:S0103-50532018000300609Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2018-02-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
title |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
spellingShingle |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach Borges,Rosivaldo S. hydroquinone N-acetylcysteine stability antioxidant molecular modeling |
title_short |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
title_full |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
title_fullStr |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
title_full_unstemmed |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
title_sort |
N-Acetyl-cysteine Increases Chemical Stability of Hydroquinone in Pharmaceutical Formulations: a Theoretical and Experimental Approach |
author |
Borges,Rosivaldo S. |
author_facet |
Borges,Rosivaldo S. Costa,Fernanda M. Pereira,Tiago L. Araújo,Renata L. Almeida,Eduardo D. Silva,Albérico B. F. da |
author_role |
author |
author2 |
Costa,Fernanda M. Pereira,Tiago L. Araújo,Renata L. Almeida,Eduardo D. Silva,Albérico B. F. da |
author2_role |
author author author author author |
dc.contributor.author.fl_str_mv |
Borges,Rosivaldo S. Costa,Fernanda M. Pereira,Tiago L. Araújo,Renata L. Almeida,Eduardo D. Silva,Albérico B. F. da |
dc.subject.por.fl_str_mv |
hydroquinone N-acetylcysteine stability antioxidant molecular modeling |
topic |
hydroquinone N-acetylcysteine stability antioxidant molecular modeling |
description |
In this study, the chemistry stability of hydroquinone (HQ) was evaluated according to its effects in redox properties and compared to kojic acid (KA). The HQ oxidation was more inhibited by N-acetylcysteine (NAC) than ascorbic acid (AA). These results were elucidated using theoretical methods at the DFT/B3LYP level of theory. All electronic parameters were related between antioxidant performance and highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO), HOMO-LUMO value gap (GAP), ionization potential (IP), and phenol or enol bond dissociation energy (BDEOH) values. However, the interactions between HQ and NAC cannot be related by changing of these electronic parameters. Therefore the high calculated values for electron transfer can be associated to NAC due to polarizability or chelation properties of sulfur moiety. |
publishDate |
2018 |
dc.date.none.fl_str_mv |
2018-03-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000300609 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532018000300609 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20170174 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.29 n.3 2018 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318180456202240 |