A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I

Bibliographic Details
Main Author: da Silva, Jameson Ferreira
Publication Date: 2023
Other Authors: Picada, Jaqueline Nascimento, Leite, Erico Campo, Leite, Giovana Zampronio, Obach, Eliane Sampe, Campo, Leandra Franciscato, Corrêa, Dione Silva
Format: Article
Language: eng
Source: Brazilian Journal of Pharmaceutical Sciences
Download full: https://www.revistas.usp.br/bjps/article/view/208733
Summary: Damage resulting from the incidence of ultraviolet (UV) radiation on the skin is common nowadays, with UVB (290-320 nm) and UVA (320-400 nm) radiation responsible for photoaging, sunburn and carcinogenesis. For this reason, sunscreens represent products of growing interest to prevent such damage. However, there are few organic filters marketed worldwide with photostability and effectiveness at wavelengths greater than 340 nm (long UVA), which justifies the exploration for new compounds. In this work, we determined the photostability and sun protection factor (SPF) of three 2-(2’-hydroxyphenyl)benzoxazole derivative dyes in order to develop new organic UV filters. UV-vis spectrophotometry has high level of reproducibility when compared with in vivo human clinical methods. Solubility determinations were performed in different solvents. The compounds absorbed UVA and UVB radiation, with maximum absorption wavelengths ranging from 336 to 374 nm. Photostability was evaluated using a solar simulator (3 J.m2.s-1 UVA radiation) for a maximum of 3 h. The 2-(amino-2’-hydroxyphenyl) benzoxazoles showed higher photostability than the acetylated derivative under the evaluated conditions. The three benzoxazoles presented SPF values of around 40 and preliminary results indicate that they show suitable properties to act as good chemical filters in photoprotective formulations.
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spelling A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I2-(2’-hydroxyphenyl)benzoxazolePhotoprotectorPhotostabilitySunscreenUV radiationDamage resulting from the incidence of ultraviolet (UV) radiation on the skin is common nowadays, with UVB (290-320 nm) and UVA (320-400 nm) radiation responsible for photoaging, sunburn and carcinogenesis. For this reason, sunscreens represent products of growing interest to prevent such damage. However, there are few organic filters marketed worldwide with photostability and effectiveness at wavelengths greater than 340 nm (long UVA), which justifies the exploration for new compounds. In this work, we determined the photostability and sun protection factor (SPF) of three 2-(2’-hydroxyphenyl)benzoxazole derivative dyes in order to develop new organic UV filters. UV-vis spectrophotometry has high level of reproducibility when compared with in vivo human clinical methods. Solubility determinations were performed in different solvents. The compounds absorbed UVA and UVB radiation, with maximum absorption wavelengths ranging from 336 to 374 nm. Photostability was evaluated using a solar simulator (3 J.m2.s-1 UVA radiation) for a maximum of 3 h. The 2-(amino-2’-hydroxyphenyl) benzoxazoles showed higher photostability than the acetylated derivative under the evaluated conditions. The three benzoxazoles presented SPF values of around 40 and preliminary results indicate that they show suitable properties to act as good chemical filters in photoprotective formulations.Universidade de São Paulo. Faculdade de Ciências Farmacêuticas2023-02-28info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://www.revistas.usp.br/bjps/article/view/20873310.1590/s2175-97902022e20547Brazilian Journal of Pharmaceutical Sciences; Vol. 58 (2022)Brazilian Journal of Pharmaceutical Sciences; v. 58 (2022)Brazilian Journal of Pharmaceutical Sciences; Vol. 58 (2022)2175-97901984-8250reponame:Brazilian Journal of Pharmaceutical Sciencesinstname:Universidade de São Paulo (USP)instacron:USPenghttps://www.revistas.usp.br/bjps/article/view/208733/197469Copyright (c) 2022 Brazilian Journal of Pharmaceutical Scienceshttps://creativecommons.org/licenses/by/4.0info:eu-repo/semantics/openAccessda Silva, Jameson FerreiraPicada, Jaqueline NascimentoLeite, Erico CampoLeite, Giovana ZampronioObach, Eliane SampeCampo, Leandra FranciscatoCorrêa, Dione Silva2023-08-23T18:27:34Zoai:revistas.usp.br:article/208733Revistahttps://www.revistas.usp.br/bjps/indexPUBhttps://old.scielo.br/oai/scielo-oai.phpbjps@usp.br||elizabeth.igne@gmail.com2175-97901984-8250opendoar:2023-08-23T18:27:34Brazilian Journal of Pharmaceutical Sciences - Universidade de São Paulo (USP)false
dc.title.none.fl_str_mv A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
title A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
spellingShingle A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
da Silva, Jameson Ferreira
2-(2’-hydroxyphenyl)benzoxazole
Photoprotector
Photostability
Sunscreen
UV radiation
title_short A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
title_full A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
title_fullStr A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
title_full_unstemmed A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
title_sort A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
author da Silva, Jameson Ferreira
author_facet da Silva, Jameson Ferreira
Picada, Jaqueline Nascimento
Leite, Erico Campo
Leite, Giovana Zampronio
Obach, Eliane Sampe
Campo, Leandra Franciscato
Corrêa, Dione Silva
author_role author
author2 Picada, Jaqueline Nascimento
Leite, Erico Campo
Leite, Giovana Zampronio
Obach, Eliane Sampe
Campo, Leandra Franciscato
Corrêa, Dione Silva
author2_role author
author
author
author
author
author
dc.contributor.author.fl_str_mv da Silva, Jameson Ferreira
Picada, Jaqueline Nascimento
Leite, Erico Campo
Leite, Giovana Zampronio
Obach, Eliane Sampe
Campo, Leandra Franciscato
Corrêa, Dione Silva
dc.subject.por.fl_str_mv 2-(2’-hydroxyphenyl)benzoxazole
Photoprotector
Photostability
Sunscreen
UV radiation
topic 2-(2’-hydroxyphenyl)benzoxazole
Photoprotector
Photostability
Sunscreen
UV radiation
description Damage resulting from the incidence of ultraviolet (UV) radiation on the skin is common nowadays, with UVB (290-320 nm) and UVA (320-400 nm) radiation responsible for photoaging, sunburn and carcinogenesis. For this reason, sunscreens represent products of growing interest to prevent such damage. However, there are few organic filters marketed worldwide with photostability and effectiveness at wavelengths greater than 340 nm (long UVA), which justifies the exploration for new compounds. In this work, we determined the photostability and sun protection factor (SPF) of three 2-(2’-hydroxyphenyl)benzoxazole derivative dyes in order to develop new organic UV filters. UV-vis spectrophotometry has high level of reproducibility when compared with in vivo human clinical methods. Solubility determinations were performed in different solvents. The compounds absorbed UVA and UVB radiation, with maximum absorption wavelengths ranging from 336 to 374 nm. Photostability was evaluated using a solar simulator (3 J.m2.s-1 UVA radiation) for a maximum of 3 h. The 2-(amino-2’-hydroxyphenyl) benzoxazoles showed higher photostability than the acetylated derivative under the evaluated conditions. The three benzoxazoles presented SPF values of around 40 and preliminary results indicate that they show suitable properties to act as good chemical filters in photoprotective formulations.
publishDate 2023
dc.date.none.fl_str_mv 2023-02-28
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv https://www.revistas.usp.br/bjps/article/view/208733
10.1590/s2175-97902022e20547
url https://www.revistas.usp.br/bjps/article/view/208733
identifier_str_mv 10.1590/s2175-97902022e20547
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv https://www.revistas.usp.br/bjps/article/view/208733/197469
dc.rights.driver.fl_str_mv Copyright (c) 2022 Brazilian Journal of Pharmaceutical Sciences
https://creativecommons.org/licenses/by/4.0
info:eu-repo/semantics/openAccess
rights_invalid_str_mv Copyright (c) 2022 Brazilian Journal of Pharmaceutical Sciences
https://creativecommons.org/licenses/by/4.0
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade de São Paulo. Faculdade de Ciências Farmacêuticas
publisher.none.fl_str_mv Universidade de São Paulo. Faculdade de Ciências Farmacêuticas
dc.source.none.fl_str_mv Brazilian Journal of Pharmaceutical Sciences; Vol. 58 (2022)
Brazilian Journal of Pharmaceutical Sciences; v. 58 (2022)
Brazilian Journal of Pharmaceutical Sciences; Vol. 58 (2022)
2175-9790
1984-8250
reponame:Brazilian Journal of Pharmaceutical Sciences
instname:Universidade de São Paulo (USP)
instacron:USP
instname_str Universidade de São Paulo (USP)
instacron_str USP
institution USP
reponame_str Brazilian Journal of Pharmaceutical Sciences
collection Brazilian Journal of Pharmaceutical Sciences
repository.name.fl_str_mv Brazilian Journal of Pharmaceutical Sciences - Universidade de São Paulo (USP)
repository.mail.fl_str_mv bjps@usp.br||elizabeth.igne@gmail.com
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