A study on 2-(2’-hydroxyphenyl) benzoxazoles derivatives as potential organic UV filters, Part I
Main Author: | |
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Publication Date: | 2023 |
Other Authors: | , , , , , |
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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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 |
_version_ |
1800222917647138816 |