Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer
Autor(a) principal: | |
---|---|
Data de Publicação: | 2019 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.bmcl.2019.126755 http://hdl.handle.net/11449/201333 |
Resumo: | The incidence of skin cancers such as non-melanoma skin cancer and malignant melanoma has increased in the last few years mainly because of chronic exposure to ultraviolet (UV) radiation. Sunscreens protect the skin against harmful UV radiations; however, some limitations of these products justify the discovery of new UV filters. Novel 1,3,5-triazine derivatives (12a-h) obtained by the optimization of prototype resveratrol were synthesized and characterized. All compounds exhibited sun protection factor (SPF) and UVA protection factor (UVAPF) in the range of 3–17 and 3–13, respectively. These values were superior to resveratrol and the UV filter ethylhexyl triazone (EHT) currently available on the market. In addition, all compounds demonstrated in vitro antioxidant activity and thermal stability with the decomposition at temperatures above 236 °C. In conclusion, the novel 1,3,5-triazine derivatives have emerged as new UV filters with antioxidant effect useful to prevent skin cancer. |
id |
UNSP_2468390f3bc510ba003b6a3a5d902b80 |
---|---|
oai_identifier_str |
oai:repositorio.unesp.br:11449/201333 |
network_acronym_str |
UNSP |
network_name_str |
Repositório Institucional da UNESP |
repository_id_str |
2946 |
spelling |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer1,3,5-triazineAntioxidantEHTMolecular optimizationPhotoprotectionSkin cancerSunscreensUV filtersUV radiationThe incidence of skin cancers such as non-melanoma skin cancer and malignant melanoma has increased in the last few years mainly because of chronic exposure to ultraviolet (UV) radiation. Sunscreens protect the skin against harmful UV radiations; however, some limitations of these products justify the discovery of new UV filters. Novel 1,3,5-triazine derivatives (12a-h) obtained by the optimization of prototype resveratrol were synthesized and characterized. All compounds exhibited sun protection factor (SPF) and UVA protection factor (UVAPF) in the range of 3–17 and 3–13, respectively. These values were superior to resveratrol and the UV filter ethylhexyl triazone (EHT) currently available on the market. In addition, all compounds demonstrated in vitro antioxidant activity and thermal stability with the decomposition at temperatures above 236 °C. In conclusion, the novel 1,3,5-triazine derivatives have emerged as new UV filters with antioxidant effect useful to prevent skin cancer.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Universidade Estadual PaulistaSão Paulo State University (UNESP) School of Pharmaceutical ScienceSão Paulo State University (UNESP) Institute of ChemistrySão Paulo State University (UNESP) School of Pharmaceutical ScienceSão Paulo State University (UNESP) Institute of ChemistryFAPESP: 18/11079-0CNPq: 430172/2018-4Universidade Estadual Paulista (Unesp)Reis, Juliana Santana [UNESP]Corrêa, Marcos Antonio [UNESP]Ribeiro, Clovis Augusto [UNESP]Dos Santos, Jean Leandro [UNESP]2020-12-12T02:29:52Z2020-12-12T02:29:52Z2019-12-15info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.bmcl.2019.126755Bioorganic and Medicinal Chemistry Letters, v. 29, n. 24, 2019.1464-34050960-894Xhttp://hdl.handle.net/11449/20133310.1016/j.bmcl.2019.1267552-s2.0-8507508572184983108918100820000-0002-7984-5908Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengBioorganic and Medicinal Chemistry Lettersinfo:eu-repo/semantics/openAccess2024-06-24T13:46:11Zoai:repositorio.unesp.br:11449/201333Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T21:05:11.996799Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
title |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
spellingShingle |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer Reis, Juliana Santana [UNESP] 1,3,5-triazine Antioxidant EHT Molecular optimization Photoprotection Skin cancer Sunscreens UV filters UV radiation |
title_short |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
title_full |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
title_fullStr |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
title_full_unstemmed |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
title_sort |
Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer |
author |
Reis, Juliana Santana [UNESP] |
author_facet |
Reis, Juliana Santana [UNESP] Corrêa, Marcos Antonio [UNESP] Ribeiro, Clovis Augusto [UNESP] Dos Santos, Jean Leandro [UNESP] |
author_role |
author |
author2 |
Corrêa, Marcos Antonio [UNESP] Ribeiro, Clovis Augusto [UNESP] Dos Santos, Jean Leandro [UNESP] |
author2_role |
author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
Reis, Juliana Santana [UNESP] Corrêa, Marcos Antonio [UNESP] Ribeiro, Clovis Augusto [UNESP] Dos Santos, Jean Leandro [UNESP] |
dc.subject.por.fl_str_mv |
1,3,5-triazine Antioxidant EHT Molecular optimization Photoprotection Skin cancer Sunscreens UV filters UV radiation |
topic |
1,3,5-triazine Antioxidant EHT Molecular optimization Photoprotection Skin cancer Sunscreens UV filters UV radiation |
description |
The incidence of skin cancers such as non-melanoma skin cancer and malignant melanoma has increased in the last few years mainly because of chronic exposure to ultraviolet (UV) radiation. Sunscreens protect the skin against harmful UV radiations; however, some limitations of these products justify the discovery of new UV filters. Novel 1,3,5-triazine derivatives (12a-h) obtained by the optimization of prototype resveratrol were synthesized and characterized. All compounds exhibited sun protection factor (SPF) and UVA protection factor (UVAPF) in the range of 3–17 and 3–13, respectively. These values were superior to resveratrol and the UV filter ethylhexyl triazone (EHT) currently available on the market. In addition, all compounds demonstrated in vitro antioxidant activity and thermal stability with the decomposition at temperatures above 236 °C. In conclusion, the novel 1,3,5-triazine derivatives have emerged as new UV filters with antioxidant effect useful to prevent skin cancer. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-12-15 2020-12-12T02:29:52Z 2020-12-12T02:29:52Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://dx.doi.org/10.1016/j.bmcl.2019.126755 Bioorganic and Medicinal Chemistry Letters, v. 29, n. 24, 2019. 1464-3405 0960-894X http://hdl.handle.net/11449/201333 10.1016/j.bmcl.2019.126755 2-s2.0-85075085721 8498310891810082 0000-0002-7984-5908 |
url |
http://dx.doi.org/10.1016/j.bmcl.2019.126755 http://hdl.handle.net/11449/201333 |
identifier_str_mv |
Bioorganic and Medicinal Chemistry Letters, v. 29, n. 24, 2019. 1464-3405 0960-894X 10.1016/j.bmcl.2019.126755 2-s2.0-85075085721 8498310891810082 0000-0002-7984-5908 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Bioorganic and Medicinal Chemistry Letters |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
Scopus reponame:Repositório Institucional da UNESP instname:Universidade Estadual Paulista (UNESP) instacron:UNESP |
instname_str |
Universidade Estadual Paulista (UNESP) |
instacron_str |
UNESP |
institution |
UNESP |
reponame_str |
Repositório Institucional da UNESP |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128234713251840 |