Taurine Chloramine and Hydrogen Peroxide as a Potential Source of Singlet Oxygen for Topical Application

Autor(es)

Ximenes, Valdecir F. ^[1] ; Ximenes, Thomaz P. ^[1] ; Morgon, Nelson H. ^[2] ; de Souza, Aguinaldo R. ^[1]

Afiliação do(s) autor(es)

^[1] UNESP Sao Paulo State Univ, Fac Sci, Dept Chem, Bauru, SP - Brazil

^[2] Campinas State Univ UNICAMP, Inst Chem, Dept Phys Chem, Campinas, SP - Brazil

• Tipo de documento: Artigo Científico
• Fonte: Photochemistry and Photobiology; v. 97, n. 5, p. 963-970, SEP 2021.
• Citações Web of Science: 0

Resumo

Singlet oxygen (O-1(2)) is the ``active principle{''} in photodynamic therapy. Taurine chloramine (Tau-NHCl) and hydrogen peroxide (H2O2) are well-tolerated and widely used antiseptics. Due to its mild oxidizing features and stability, Tau-NHCl can be directly used to treat skin diseases. We found that a diluted aqueous mixture of Tau-NHCl and H2O2 acts as a slow and long-lasting potential source of O-1(2). The reactions were studied by luminol-enhanced chemiluminescence. Evidence of the formation of O-1(2) was obtained using deuterium oxide, sodium azide and 9,10-Anthracenediyl-bis(methylene)dimalonic acid, a chemical trap of O-1(2). The reaction was optimized, and a mechanism was proposed, including theoretical calculations at B3LYP/6-311++G(3df,2p) level of theory, adding D3Bj empirical dispersion and SMD (Water) solvent effects. Chloramines produced by the reactions between HOCl and L-alanine, 3-amino-1-propanesulfonic acid and gamma-aminobutyric acid were also prepared, and their reactivity and stability were compared with Tau-NHCl. We found that Tau-NHCl is more stable and adequate for the production of O-1(2). In conclusion, we propose applying these drugs combination as a potential source of O-1(2) with applications for skin diseases treatment. (AU)

• Processo FAPESP: 19/18445-5 - Síntese, estudos e aplicações de sondas fluorescentes e circular dicroicas para caracterização de interações com proteínas, DNA e determinação de atividade enzimática
• Beneficiário: Valdecir Farias Ximenes
• Modalidade de apoio: Auxílio à Pesquisa - Regular
• Processo FAPESP: 16/20549-5 - Desenvolvimento e aplicação de sondas fluorescentes e baseadas em dicroísmo circular para estudos de interação de ligantes com proteínas, caracterização de proteínas amiloides e determinação de atividade enzimática
• Beneficiário: Valdecir Farias Ximenes
• Modalidade de apoio: Auxílio à Pesquisa - Regular