Melamine Barbiturate as a Light-Induced Nanostructured Supramolecular Material for a Bioinspired Oxygen and Organic Radical Trap and Stabilization

Abstract

Use of coantioxidant systems is a prospective way to increase the effectiveness of antioxidant species in tissue repair and regeneration. In this paper, we introduce a novel scheme of a reactive oxygen species (ROS) trap and neutralization during self-assembly of supramolecular melamine barbiturate material. The performed reaction chain mimics the biological process of ROS generation in key stages and enables one to obtain stable hydroperoxyl and organic radicals in a melamine barbiturate structure. Melamine barbiturate also neutralizes hydroxyl radicals, and the effectiveness of the radical trap is controlled with ROS scavenger incorporation. The number of radicals dramatically increases during light-inducing and depends on pH. The proposed scheme of the ROS trap and neutralization opens a way to the use of supramolecular assemblies as a component of coantioxidant systems and a source of organic radicals.

Salts of barbituric and 2-thiobarbituric acids with imidazole: polymorphism, supramolecular structure, thermal stability and water solubility

“…In 2020, Shilovskikh et al obtained melamine barbiturate with the ability to host and stabilize radicals due to its specific supramolecular structure. 26,27 Most recently, Thakkar et al used this compound to create a composite with carbon nanotubes for efficient and selective organic dye removal. 28 The authors also note that melamine barbiturate is a 3D covalent organic framework.…”

Supramolecular Assemblies of Melamine-2-Thiobarbiturate and Melamine-Barbiturate-2-Thiobarbiturate: Experimental and Theoretical Studies

“…BA and cyanuric acids have a similar structural motif to TBA. For these compounds, supramolecular assemblies with M are known [24][25][26][27][28][29][30][31][32]. Despite their similar spatial shape, these acids form different co-crystals with M. M cyanurate forms monoclinic crystals with the space group I2/m, composed of flat two-dimensional layers with a threefold rotation axis [33], while for M-BA the symmetry space group was defined as Ccc2 [29].…”