Taurine Chloramine and Hydrogen Peroxide as a Potential Source of Singlet Oxygen for Topical Application. (11th March 2021)

• Record Type: Journal Article
• Authors: Ximenes, Valdecir F.; Ximenes, Thomaz P.; Morgon, Nelson H.; de Souza, Aguinaldo R.
• Is Part Of: Photochemistry and photobiology. Volume 97:Number 5(2021)
• Page Start: 963
• Page End: 970
• Publication Date: 2021-03-11
• Subjects: Photochemistry -- Periodicals; Light -- Physiological effect -- Periodicals; 541.35
• DOI: 10.1111/php.13410
• Languages: English
• ISSNs: 0031-8655

Abstract

Abstract: Singlet oxygen ( 1 O2 ) is the "active principle" in photodynamic therapy. Taurine chloramine (Tau‐NHCl) and hydrogen peroxide (H2 O2 ) 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 H2 O2 acts as a slow and long‐lasting potential source of 1 O2 . The reactions were studied by luminol‐enhanced chemiluminescence. Evidence of the formation of 1 O2 was obtained using deuterium oxide, sodium azide and 9, 10‐Anthracenediyl‐bis(methylene)dimalonic acid, a chemical trap of 1 O2 . 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 1 O2 . In conclusion, we propose applying these drugs combination as a potential source of 1 O2 with applications for skin diseases treatment. Abstract : A diluted aqueous solution of taurine chloramine and hydrogen peroxide acts as a slow source of singlet oxygen. As these compounds have well‐established tolerability, this simple technique opens new possibilities of nonphotochemical production and topical singlet oxygen applications.