{"title":"Evaluation of Photosensitizing Ability of Antioxidants Used in Skincare Products","authors":"Irene Lagunes, Á. Trigos","doi":"10.29356/jmcs.v68i2.1925","DOIUrl":null,"url":null,"abstract":"Abstract. Singlet oxygen generation is possible by photosensitizer molecules able to absorb energy from light and transfer it to molecular oxygen. Singlet oxygen is able to react with components of cellular membranes such as cholesterol leading to peroxidation products implicated in photoaging. In order to prevent oxidative damage caused by reactive oxygen species, skincare products enriched with antioxidants have been developed; in spite of some pro-oxidant effects associated with antioxidants has been reported. Based on this data, the photosensitizing ability of 14 antioxidants commonly used in skincare products was evaluated through the photo-oxidation of ergosterol, using ergosterol as oxidizable substrate to quench singlet oxygen. Singlet oxygen indirectly detection was performed through 1H-NMR mixtures analysis by ergosterol peroxide detection. The results revealed that fisetin, retinol, cyanidin and hesperetin they acted as photosensitizer antioxidants in generation of singlet oxygen. Conversely, caffeic acid, luteolin, rutin, vanillic acid, ascorbic acid, apigenin, epigallocatechin gallate, rosmarinic acid, myricetin and kaempferol were not able to generate singlet oxygen through a photosensitized mechanism. Our results allow us to suggest that the incorporation of antioxidants in skincare products as anti-aging treatments should be supported by their evaluation against photosensitizing ability in order to increase their safety.\n \nResumen. La generación del oxígeno singulete es posible a través de moléculas fotosensibilizadoras capaces de absorber energía proveniente de la luz y transferirla al oxígeno molecular. El oxígeno singulete es capaz de reaccionar con componentes de membranas celulares como el colesterol formando productos de peroxidación implicados en el foto-envejecimiento. Para prevenir el daño oxidativo causado por especies reactivas del oxígeno, se han desarrollado productos para el cuidado de la piel enriquecidos con antioxidantes, a pesar de que han sido reportados algunos efectos prooxidantes asociados a los antioxidantes. Con base en lo anterior, se evaluó la capacidad fotosensibilizadora de 14 antioxidantes comúnmente utilizados en productos para el cuidado de la piel mediante la foto-oxidación de ergosterol, utilizando ergosterol como sustrato oxidable para atrapar oxígeno singulete. La detección indirecta del oxígeno singulete se realizó mediante análisis de mezclas de RMN-1H a través de la detección de peróxido de ergosterol. Los resultados mostraron que fisetina, retinol, cianidina y hesperetina actuaron como antioxidantes fotosensibilizadores en la generación de oxígeno singulete. Por el contrario, ácido cafeico, luteolina, rutina, ácido vainillínico, ácido ascórbico, apigenina, galato de epigalocatequina, ácido rosmarínico, miricetina y kaempferol no fueron capaces de generar oxígeno singulete mediante mecanismos fotosensibilizados. Los resultados permiten sugerir que la incorporación de antioxidantes en productos para el cuidado de la piel como tratamiento anti-envejecimiento debe respaldarse con la evaluación de la capacidad fotosensibilizadora para incrementar su seguridad.","PeriodicalId":17377,"journal":{"name":"Journal of the Mexican Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.1000,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of the Mexican Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.29356/jmcs.v68i2.1925","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Abstract. Singlet oxygen generation is possible by photosensitizer molecules able to absorb energy from light and transfer it to molecular oxygen. Singlet oxygen is able to react with components of cellular membranes such as cholesterol leading to peroxidation products implicated in photoaging. In order to prevent oxidative damage caused by reactive oxygen species, skincare products enriched with antioxidants have been developed; in spite of some pro-oxidant effects associated with antioxidants has been reported. Based on this data, the photosensitizing ability of 14 antioxidants commonly used in skincare products was evaluated through the photo-oxidation of ergosterol, using ergosterol as oxidizable substrate to quench singlet oxygen. Singlet oxygen indirectly detection was performed through 1H-NMR mixtures analysis by ergosterol peroxide detection. The results revealed that fisetin, retinol, cyanidin and hesperetin they acted as photosensitizer antioxidants in generation of singlet oxygen. Conversely, caffeic acid, luteolin, rutin, vanillic acid, ascorbic acid, apigenin, epigallocatechin gallate, rosmarinic acid, myricetin and kaempferol were not able to generate singlet oxygen through a photosensitized mechanism. Our results allow us to suggest that the incorporation of antioxidants in skincare products as anti-aging treatments should be supported by their evaluation against photosensitizing ability in order to increase their safety.
Resumen. La generación del oxígeno singulete es posible a través de moléculas fotosensibilizadoras capaces de absorber energía proveniente de la luz y transferirla al oxígeno molecular. El oxígeno singulete es capaz de reaccionar con componentes de membranas celulares como el colesterol formando productos de peroxidación implicados en el foto-envejecimiento. Para prevenir el daño oxidativo causado por especies reactivas del oxígeno, se han desarrollado productos para el cuidado de la piel enriquecidos con antioxidantes, a pesar de que han sido reportados algunos efectos prooxidantes asociados a los antioxidantes. Con base en lo anterior, se evaluó la capacidad fotosensibilizadora de 14 antioxidantes comúnmente utilizados en productos para el cuidado de la piel mediante la foto-oxidación de ergosterol, utilizando ergosterol como sustrato oxidable para atrapar oxígeno singulete. La detección indirecta del oxígeno singulete se realizó mediante análisis de mezclas de RMN-1H a través de la detección de peróxido de ergosterol. Los resultados mostraron que fisetina, retinol, cianidina y hesperetina actuaron como antioxidantes fotosensibilizadores en la generación de oxígeno singulete. Por el contrario, ácido cafeico, luteolina, rutina, ácido vainillínico, ácido ascórbico, apigenina, galato de epigalocatequina, ácido rosmarínico, miricetina y kaempferol no fueron capaces de generar oxígeno singulete mediante mecanismos fotosensibilizados. Los resultados permiten sugerir que la incorporación de antioxidantes en productos para el cuidado de la piel como tratamiento anti-envejecimiento debe respaldarse con la evaluación de la capacidad fotosensibilizadora para incrementar su seguridad.
期刊介绍:
The Journal of the Mexican Chemical Society (J. Mex. Chem. Soc.) is a scientific, blind, peer reviewed, and open access, free of charge publication that covers all areas of chemistry and its sub-disciplines (i.e. medicinal chemistry, natural products, electrochemistry, material science, computational chemistry, organic chemistry, bionirganic chemistry, etc). It is devoted to facilitating the worldwide advancement of our understanding of chemistry. It will primarily publish original contributions of research in all branches of the theory and practice of chemistry in its broadest context as well as critical reviews in active areas of chemical research where the author has published significant contribution. The J. Mex. Chem. Soc. is a quarterly publication which language of submission and publication is English. To be suitable for publication in J. Mex. Chem. Soc., manuscripts must describe novel aspects of chemistry, high quality of results and discussion an excellent bibliographic support, and contribute to the development of the field. Routine or incremental work are not suitable for publication in J. Mex. Chem. Soc. Authors are encouraged to send contributions in electronic form. Our online submission system guides you stepwise through the process of entering your article details and uploading your files.