Theoretical study of tautomers and photoisomers of avobenzone by DFT methods

Autor(es)

Trossini, Gustavo H. G. ^[1] ; Maltarollo, Vinicius G. ^[1] ; Garcia, Ricardo D'A. ^[1] ; Pinto, Claudineia A. S. O. ^[1] ; Velasco, Maria V. R. ^[1] ; Honorio, Kathia M. ^{[2, 3]} ; Baby, Andre R. ^[1]

Afiliação do(s) autor(es)

^[1] Univ Sao Paulo, Fac Pharmaceut Sci, Dept Pharm, BR-05508000 Sao Paulo, SP - Brazil

^[2] Univ Sao Paulo, Sch Arts Sci & Humanities, BR-05508000 Sao Paulo, SP - Brazil

^[3] Fed Univ ABC, Ctr Nat Sci & Humanities, Santo Andre, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Journal of Molecular Modeling; v. 21, n. 12 DEC 2015.
• Citações Web of Science: 7

Resumo

Organic ultraviolet (UV) filters such as cinnamates, benzophenones, p-aminobenzoic derivatives, and avobenzone (which have well-established and recognized UV-filtering efficacies) are employed in cosmetic/pharmaceutical products to minimize the harm caused by exposure of the skin to sunlight. In this study, a detailed investigation of the photostability and tautomerism mechanisms of avobenzone was performed utilizing DFT methods. The UV spectral profile of avobenzone was also simulated, and the results showed good agreement with experimental data. Furthermore, the calculations were able to distinguish tautomers and photoisomers of the studied organic filter based on their properties, thus showing the potential to develop new organic UV filters. (AU)

• Processo FAPESP: 13/50677-7 - Explorando alvos epigenéticos contra doenças negligenciadas: inibidores seletivos de sirtuina-2 como agentes leishmanicidas
• Beneficiário: Flavio da Silva Emery
• Modalidade de apoio: Auxílio à Pesquisa - Parceria para Inovação Tecnológica - PITE