Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto

Detalhes bibliográficos
Autor(a) principal: Stefanello, Sílvio Terra
Data de Publicação: 2013
Tipo de documento: Dissertação
Idioma: por
Título da fonte: Biblioteca Digital de Teses e Dissertações do UFSM
Texto Completo: http://repositorio.ufsm.br/handle/1/11215
Resumo: The antioxidant action of organic selenium compounds, as well as ebselen and diphenyl diselenide (DPDS), is closely connected to its ability of generating the selenol group. (In) this study it was evaluated the in vitro antioxidant effect of new mono and diselenide compounds, where it was compared whether the formation of p-methyl-selenol from compounds 1-phenyl-3-(p-tolylselanyl)propan-2-amine (C1) and 1,2-dip-tolyldiselenide (C4) and o-methoxy-selenol from compounds 1-(2-methoxyphenylselanyl)-3-phenylpropan-2-amine (C2) and 1,2-bis(2-methoxyphenyl) diselenide (C3) may be involved with their antioxidant effects. The mono and diselenide compounds were tested in their Fe(II) and sodium nitroprusside (SNP)-induced lipid peroxidation in rat brain and liver homogenates and also in their antioxidant ability in phosphomolybdenum test-reductionand and DPPH radical. Besides, the effects of the compounds in the antioxidant enzymes thioredoxin reductase (TrxR) and glutathione peroxidase (GPx) were quantified. The new compounds oxidant effects were investigated through the thiol oxidase assay and the cellular viability of isolated leukocytes. The results demonstrated that the compounds obtained a significant reduce on the lipid peroxidation induced by different pro-oxidants, as well as an antioxidant effect similarly when compared to ascorbic acid equivalents. In the same manner, the compounds did not present thiol oxidase activity. Furthermore, they did not preset any decrease on the cellular viability of leucocytes. The compounds C1 and C2 did not show mimetic activity of GPx enzyme or had a substrate effect on TrxR enzyme, probably due the amino group presence on their chemical structures which must have inhibited the selenol formation. However, DPDS analog-compounds presented a mimetic activity of GPx, as well as they showed an increase in the TrxR activity, presumably due the formation of the selenol groups (p-methyl-selenol and o-methoxy-selenol).
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spelling 2014-06-172014-06-172013-07-26STEFANELLO, Sílvio Terra. EVALUATION OF IN VITRO ANTIOXIDANT CAPACITY OF NEW MONO AND DISELENIDE COMPOUNDS. 2013. 32 f. Dissertação (Mestrado em Ciências Biológicas) - Universidade Federal de Santa Maria, Santa Maria, 2013.http://repositorio.ufsm.br/handle/1/11215The antioxidant action of organic selenium compounds, as well as ebselen and diphenyl diselenide (DPDS), is closely connected to its ability of generating the selenol group. (In) this study it was evaluated the in vitro antioxidant effect of new mono and diselenide compounds, where it was compared whether the formation of p-methyl-selenol from compounds 1-phenyl-3-(p-tolylselanyl)propan-2-amine (C1) and 1,2-dip-tolyldiselenide (C4) and o-methoxy-selenol from compounds 1-(2-methoxyphenylselanyl)-3-phenylpropan-2-amine (C2) and 1,2-bis(2-methoxyphenyl) diselenide (C3) may be involved with their antioxidant effects. The mono and diselenide compounds were tested in their Fe(II) and sodium nitroprusside (SNP)-induced lipid peroxidation in rat brain and liver homogenates and also in their antioxidant ability in phosphomolybdenum test-reductionand and DPPH radical. Besides, the effects of the compounds in the antioxidant enzymes thioredoxin reductase (TrxR) and glutathione peroxidase (GPx) were quantified. The new compounds oxidant effects were investigated through the thiol oxidase assay and the cellular viability of isolated leukocytes. The results demonstrated that the compounds obtained a significant reduce on the lipid peroxidation induced by different pro-oxidants, as well as an antioxidant effect similarly when compared to ascorbic acid equivalents. In the same manner, the compounds did not present thiol oxidase activity. Furthermore, they did not preset any decrease on the cellular viability of leucocytes. The compounds C1 and C2 did not show mimetic activity of GPx enzyme or had a substrate effect on TrxR enzyme, probably due the amino group presence on their chemical structures which must have inhibited the selenol formation. However, DPDS analog-compounds presented a mimetic activity of GPx, as well as they showed an increase in the TrxR activity, presumably due the formation of the selenol groups (p-methyl-selenol and o-methoxy-selenol).A ação antioxidante dos compostos orgânicos de selênio, como o ebselen e o disseleneto de difenila (DPDS), está intimamente envolvida com a capacidade de formação do grupamento selenol. Neste estudo foi avaliado o perfil antioxidante in vitro de novos compostos mono e disseleneto, onde foi comparado se a formação do p-metil-selenol pelos compostos 1-fenil-3-(p-tolilselenil)propano-2-amina (C1) e o 1,2-dip-tolildisseleneto (C4), assim como a formação do grupamento o-metoxi-selenol pelos compostos 1-(2-metoxifenilselenil)-3-fenilpropano-2-amina (C2) e 1,2-bis(2-metoxifenil)disseleneto (C3) pode estar associados com os efeitos antioxidantes apresentados. Os novos compostos mono e disseleneto foram avaliados quanto a capacidade de redução dos níveis de peroxidação lipídica induzida por Fe(II) e nitroprussiato de sódio em homogenatos de cérebro e fígado de ratos, assim como também foi avaliada a capacidade antioxidante através do ensaio da redução do fosfomolibdênio e do radical DPPH. Além disso, foram quantificados os efeitos dos compostos quanto à atividade das enzimas antioxidantes, tioredoxina redutase (TrxR) e glutationa peroxidase (GPx). O efeito oxidante, dos novos compostos, foi investigado através do ensaio da tiol oxidase e da viabilidade celular de leucócitos isolados. Decorrente dos resultados obtidos foi possível evidenciar que ambos os compostos apresentaram uma redução significativa da peroxidação lipídica quando induzidas por diferentes pro oxidantes assim como, uma capacidade antioxidante total semelhante a equivalentes de acido ascórbico. Da mesma forma, os compostos não apresentaram efeito tiol oxidase, assim como não apresentaram uma diminuição da viabilidade celular de leucócitos. Os compostos C1 e C2 não apresentaram atividade mimética a enzima GPx assim como, também não serviram de substrato para a enzima TrxR, provavelmente devido a presença do grupamento amino nas estruturas químicas destas moléculas o que incapacitou a formação dos respectivos grupamentos selenois. No entanto, os compostos análogos ao DPDS apresentaram atividades miméticas a GPx, assim como também apresentaram uma aumento na atividade da TrxR provavelmente devido a formação dos selenois (p-metil-selenol e o-metoxi-selenol).Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em Ciências Biológicas: Bioquímica ToxicológicaUFSMBRBioquímicaOrganocalcogêniosSelenolAntioxidanteTrxRGPxOrganochalcogenSelenolAntioxidantTrxRGPxCNPQ::CIENCIAS BIOLOGICAS::BIOQUIMICAAvaliação da capacidade antioxidante in vitro de novos compostos mono e disselenetoEvaluation of in vitro antioxidant capacity of new mono and diselenide compoundsinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisSoares, Félix Alexandre Antuneshttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4769181A8Ghisleni, Gabriele Cordenonzihttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4766477H6Fachinetto, Roseleihttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4755373E2http://lattes.cnpq.br/1671299535277981Stefanello, Sílvio Terra2008000000024005003005005003aef53b7-b173-4c56-a944-bed2de5e5ddad292022d-a32e-4f8a-bbc6-1133789745a040a51b66-2a70-4e7a-b733-162b17f1cbca6a615e4f-285a-4d77-aeb6-a33cd9c07f80info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALSTEFANELLO, SILVIO TERRA.pdfapplication/pdf1700263http://repositorio.ufsm.br/bitstream/1/11215/1/STEFANELLO%2c%20SILVIO%20TERRA.pdf80f085a0a7f035835946ef78d61deb32MD51TEXTSTEFANELLO, SILVIO TERRA.pdf.txtSTEFANELLO, SILVIO TERRA.pdf.txtExtracted texttext/plain35110http://repositorio.ufsm.br/bitstream/1/11215/2/STEFANELLO%2c%20SILVIO%20TERRA.pdf.txtefc03408b2816ee7cddf62338468e7cdMD52THUMBNAILSTEFANELLO, SILVIO TERRA.pdf.jpgSTEFANELLO, SILVIO TERRA.pdf.jpgIM Thumbnailimage/jpeg4707http://repositorio.ufsm.br/bitstream/1/11215/3/STEFANELLO%2c%20SILVIO%20TERRA.pdf.jpgb91c852943dd1715a26dd4000658ef46MD531/112152021-12-30 09:06:35.814oai:repositorio.ufsm.br:1/11215Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2021-12-30T12:06:35Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
dc.title.alternative.eng.fl_str_mv Evaluation of in vitro antioxidant capacity of new mono and diselenide compounds
title Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
spellingShingle Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
Stefanello, Sílvio Terra
Organocalcogênios
Selenol
Antioxidante
TrxR
GPx
Organochalcogen
Selenol
Antioxidant
TrxR
GPx
CNPQ::CIENCIAS BIOLOGICAS::BIOQUIMICA
title_short Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
title_full Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
title_fullStr Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
title_full_unstemmed Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
title_sort Avaliação da capacidade antioxidante in vitro de novos compostos mono e disseleneto
author Stefanello, Sílvio Terra
author_facet Stefanello, Sílvio Terra
author_role author
dc.contributor.advisor1.fl_str_mv Soares, Félix Alexandre Antunes
dc.contributor.advisor1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4769181A8
dc.contributor.referee1.fl_str_mv Ghisleni, Gabriele Cordenonzi
dc.contributor.referee1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4766477H6
dc.contributor.referee2.fl_str_mv Fachinetto, Roselei
dc.contributor.referee2Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4755373E2
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/1671299535277981
dc.contributor.author.fl_str_mv Stefanello, Sílvio Terra
contributor_str_mv Soares, Félix Alexandre Antunes
Ghisleni, Gabriele Cordenonzi
Fachinetto, Roselei
dc.subject.por.fl_str_mv Organocalcogênios
Selenol
Antioxidante
TrxR
GPx
topic Organocalcogênios
Selenol
Antioxidante
TrxR
GPx
Organochalcogen
Selenol
Antioxidant
TrxR
GPx
CNPQ::CIENCIAS BIOLOGICAS::BIOQUIMICA
dc.subject.eng.fl_str_mv Organochalcogen
Selenol
Antioxidant
TrxR
GPx
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS BIOLOGICAS::BIOQUIMICA
description The antioxidant action of organic selenium compounds, as well as ebselen and diphenyl diselenide (DPDS), is closely connected to its ability of generating the selenol group. (In) this study it was evaluated the in vitro antioxidant effect of new mono and diselenide compounds, where it was compared whether the formation of p-methyl-selenol from compounds 1-phenyl-3-(p-tolylselanyl)propan-2-amine (C1) and 1,2-dip-tolyldiselenide (C4) and o-methoxy-selenol from compounds 1-(2-methoxyphenylselanyl)-3-phenylpropan-2-amine (C2) and 1,2-bis(2-methoxyphenyl) diselenide (C3) may be involved with their antioxidant effects. The mono and diselenide compounds were tested in their Fe(II) and sodium nitroprusside (SNP)-induced lipid peroxidation in rat brain and liver homogenates and also in their antioxidant ability in phosphomolybdenum test-reductionand and DPPH radical. Besides, the effects of the compounds in the antioxidant enzymes thioredoxin reductase (TrxR) and glutathione peroxidase (GPx) were quantified. The new compounds oxidant effects were investigated through the thiol oxidase assay and the cellular viability of isolated leukocytes. The results demonstrated that the compounds obtained a significant reduce on the lipid peroxidation induced by different pro-oxidants, as well as an antioxidant effect similarly when compared to ascorbic acid equivalents. In the same manner, the compounds did not present thiol oxidase activity. Furthermore, they did not preset any decrease on the cellular viability of leucocytes. The compounds C1 and C2 did not show mimetic activity of GPx enzyme or had a substrate effect on TrxR enzyme, probably due the amino group presence on their chemical structures which must have inhibited the selenol formation. However, DPDS analog-compounds presented a mimetic activity of GPx, as well as they showed an increase in the TrxR activity, presumably due the formation of the selenol groups (p-methyl-selenol and o-methoxy-selenol).
publishDate 2013
dc.date.issued.fl_str_mv 2013-07-26
dc.date.accessioned.fl_str_mv 2014-06-17
dc.date.available.fl_str_mv 2014-06-17
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identifier_str_mv STEFANELLO, Sílvio Terra. EVALUATION OF IN VITRO ANTIOXIDANT CAPACITY OF NEW MONO AND DISELENIDE COMPOUNDS. 2013. 32 f. Dissertação (Mestrado em Ciências Biológicas) - Universidade Federal de Santa Maria, Santa Maria, 2013.
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