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Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer
Authors:Juliana Santana Reis  Marcos Antonio Corrêa  Clovis Augusto Ribeiro  Jean Leandro Dos Santos
Affiliation:1. São Paulo State University (UNESP), School of Pharmaceutical Science, Araraquara 14800-903, Brazil;2. São Paulo State University (UNESP), Institute of Chemistry, Araraquara 14800-060, Brazil
Abstract: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.
Keywords:Corresponding author at: São Paulo State University (UNESP), School of Pharmaceutical Science, Drugs and Medicines Department, Araraquara, São Paulo, 14800-903, Brazil.  DPPH  2,2-diphenyl-1-picrylhydrazyl radical  EHT  ethylhexyl triazine  FDA  Food and Drug Administration  RVT  ROS  reactive oxygen species  SPF  sun protector factor  UV  ultraviolet radiation  Antioxidant  EHT  Molecular optimization  Photoprotection  Skin cancer  Sunscreens  UV radiation  UV filters  1,3,5-triazine
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