Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro

Detalhes bibliográficos
Autor(a) principal: Yamasaki, Paulo Renato [UNESP]
Data de Publicação: 2016
Tipo de documento: Tese
Idioma: por
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://hdl.handle.net/11449/150855
Resumo: Erythema, inflammation, photoaging and skin cancer are the most common problems caused by UV radiation. Stratified into 3 regions of the light spectrum: UVA (320-400 nm), UVB (280-320 nm) and UVC (200-280 nm ). The UVA and UVB radiations are the most harmful to the skin, because the UVC radiation is retained by the ozone layer and is only used as a germicide artificially. The incidence of UVA radiation on the skin induces the formation of ROS (reactive oxygen species) that affects indirectly the human DNA and can induce skin cancer. UVB radiation directly affects the pyrimidine bases of DNA molecules making it difficult to repair, increasing the chances of the individual developing skin cancer. To minimize and prevent damage caused by UV radiation to the skin sunscreens have been developed. Divided into organic and inorganic, presenting ability to block (inorganic) or absorbing (organic) incident UV radiation on the skin. Among the organic filters are benzophenones and cinnamates. To assist in the photoprotective effect of the filters, the combination with antioxidant molecules have been recommended. The objective of this study was to plan and develop new hybrid compounds of benzophenone with cinnamic acids with antioxidant incremental properties, analyzing photodegradation using imaging mass spectrometry techinques, and checking the effects of molecular change in absorptivity in the UV spectrum of the compounds. The new hybrids were evaluated for potential photoprotection, photodegradation and antioxidant capacity, with promising results, therefore, kept the photoprotective capacity as well, antioxidant activity, in addition to having relative stability against UV radiation and absorptivity increase in UVA region.
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spelling Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitroDesign and synthesis of new benzophenone derivatives: photoprotection and photodegradation studiesFotoproteçãoAntioxidanteFiltros solaresRadiação UVCâncer de peleFotoenvelhecimentoErythema, inflammation, photoaging and skin cancer are the most common problems caused by UV radiation. Stratified into 3 regions of the light spectrum: UVA (320-400 nm), UVB (280-320 nm) and UVC (200-280 nm ). The UVA and UVB radiations are the most harmful to the skin, because the UVC radiation is retained by the ozone layer and is only used as a germicide artificially. The incidence of UVA radiation on the skin induces the formation of ROS (reactive oxygen species) that affects indirectly the human DNA and can induce skin cancer. UVB radiation directly affects the pyrimidine bases of DNA molecules making it difficult to repair, increasing the chances of the individual developing skin cancer. To minimize and prevent damage caused by UV radiation to the skin sunscreens have been developed. Divided into organic and inorganic, presenting ability to block (inorganic) or absorbing (organic) incident UV radiation on the skin. Among the organic filters are benzophenones and cinnamates. To assist in the photoprotective effect of the filters, the combination with antioxidant molecules have been recommended. The objective of this study was to plan and develop new hybrid compounds of benzophenone with cinnamic acids with antioxidant incremental properties, analyzing photodegradation using imaging mass spectrometry techinques, and checking the effects of molecular change in absorptivity in the UV spectrum of the compounds. The new hybrids were evaluated for potential photoprotection, photodegradation and antioxidant capacity, with promising results, therefore, kept the photoprotective capacity as well, antioxidant activity, in addition to having relative stability against UV radiation and absorptivity increase in UVA region.Eritemas, inflamação, fotoenvelhecimento e câncer de pele são os problemas mais comuns causadas por radiação UV, estratificada em 3 regiões do espectro de luz: UVA (320-400 nm), UVB (280-320 nm) e UVC (200-280 nm). As radiações UVA e UVB são as mais nocivas à pele, visto que a radiação UVC é retida pela camada de ozônio e só é utilizada artificialmente como germicida. A incidência da radiação UVA sobre a pele induz a formação de EROS (espécies reativas de oxigênio) que afeta de forma indireta o DNA humano podendo provocar câncer de pele. A radiação UVB afeta diretamente as bases pirimidínicas das moléculas de DNA dificultando o seu reparo, aumentando a chances do indivíduo desenvolver o câncer de pele. Para minimizar e prevenir os danos causados pela radiação UV à pele foram desenvolvidos os filtros solares, dividido entre orgânicos e inorgânicos que apresentam capacidade de bloquear (inorgânicos) ou absorver (orgânicos) a radiação UV incidente na pele. Entre os filtros orgânicos estão as benzofenonas e os cinamatos. Para auxiliar no efeito fotoprotetor dos filtros, a associação com moléculas antioxidantes têm sido recomendada. O objetivo deste trabalho foi planejar e desenvolver novos compostos híbridos de benzofenonas com ácidos cinâmicos com propriedades incrementais antioxidante, analisando a fotodegradação utilizando-se de espectrometria de massas por imagem, e verificando os efeitos da modificação molecular na absortividade no espectro de UV dos compostos. Os novos híbridos foram avaliados quanto ao potencial de fotoproteção, fotodegradação e capacidade antioxidante, apresentando resultados promissores, pois, mantiveram a capacidade fotoprotetora bem como, a atividade antioxidante, além de apresentarem relativa estabilidade frente a radiação UV e um incremento de absortividade na região do UVA.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Universidade Estadual Paulista (Unesp)Chung, Man Chin [UNESP]Correa, Marcos Antonio [UNESP]Universidade Estadual Paulista (Unesp)Yamasaki, Paulo Renato [UNESP]2017-06-07T13:50:40Z2017-06-07T13:50:40Z2016-01-22info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisapplication/pdfapplication/pdfhttp://hdl.handle.net/11449/15085500088719133004030078P6331601168882994397343336079754130000-0003-4141-0455porinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESP2024-01-05T06:23:00Zoai:repositorio.unesp.br:11449/150855Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-01-05T06:23Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
Design and synthesis of new benzophenone derivatives: photoprotection and photodegradation studies
title Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
spellingShingle Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
Yamasaki, Paulo Renato [UNESP]
Fotoproteção
Antioxidante
Filtros solares
Radiação UV
Câncer de pele
Fotoenvelhecimento
title_short Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
title_full Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
title_fullStr Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
title_full_unstemmed Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
title_sort Planejamento e síntese de derivados de benzofenonas: estudos de fotoproteção e fotodegradação in vitro
author Yamasaki, Paulo Renato [UNESP]
author_facet Yamasaki, Paulo Renato [UNESP]
author_role author
dc.contributor.none.fl_str_mv Chung, Man Chin [UNESP]
Correa, Marcos Antonio [UNESP]
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Yamasaki, Paulo Renato [UNESP]
dc.subject.por.fl_str_mv Fotoproteção
Antioxidante
Filtros solares
Radiação UV
Câncer de pele
Fotoenvelhecimento
topic Fotoproteção
Antioxidante
Filtros solares
Radiação UV
Câncer de pele
Fotoenvelhecimento
description Erythema, inflammation, photoaging and skin cancer are the most common problems caused by UV radiation. Stratified into 3 regions of the light spectrum: UVA (320-400 nm), UVB (280-320 nm) and UVC (200-280 nm ). The UVA and UVB radiations are the most harmful to the skin, because the UVC radiation is retained by the ozone layer and is only used as a germicide artificially. The incidence of UVA radiation on the skin induces the formation of ROS (reactive oxygen species) that affects indirectly the human DNA and can induce skin cancer. UVB radiation directly affects the pyrimidine bases of DNA molecules making it difficult to repair, increasing the chances of the individual developing skin cancer. To minimize and prevent damage caused by UV radiation to the skin sunscreens have been developed. Divided into organic and inorganic, presenting ability to block (inorganic) or absorbing (organic) incident UV radiation on the skin. Among the organic filters are benzophenones and cinnamates. To assist in the photoprotective effect of the filters, the combination with antioxidant molecules have been recommended. The objective of this study was to plan and develop new hybrid compounds of benzophenone with cinnamic acids with antioxidant incremental properties, analyzing photodegradation using imaging mass spectrometry techinques, and checking the effects of molecular change in absorptivity in the UV spectrum of the compounds. The new hybrids were evaluated for potential photoprotection, photodegradation and antioxidant capacity, with promising results, therefore, kept the photoprotective capacity as well, antioxidant activity, in addition to having relative stability against UV radiation and absorptivity increase in UVA region.
publishDate 2016
dc.date.none.fl_str_mv 2016-01-22
2017-06-07T13:50:40Z
2017-06-07T13:50:40Z
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dc.publisher.none.fl_str_mv Universidade Estadual Paulista (Unesp)
publisher.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.source.none.fl_str_mv reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
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instname_str Universidade Estadual Paulista (UNESP)
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