《Synthesis, characterization and SAR studies of bis(imino)pyridines as antioxidants, acetylcholinesterase inhibitors and antimicrobial agents》 was published in Bioorganic Chemistry in 2020. These research results belong to Milosevic, Milena D.; Marinkovic, Aleksandar D.; Petrovic, Predrag; Klaus, Anita; Nikolic, Milica G.; Prlainovic, Nevena Z.; Cvijetic, Ilija N.. Application of 141-86-6 The article mentions the following:
A series of sixteen bis(imino)pyridines (BIPs) I [R = Ph, 2-quinolyl, 1-naphthyl, etc.] was synthesized starting from 2,6-diaminopyridine and aromatic aldehydes, and evaluated for their antioxidant, antibacterial, antifungal and acetylcholinesterase (AChE) inhibitory activities. The formation of stable, carbon-centered radical cations in a solution was confirmed by ESR spectroscopy and DFT calculations The in vitro antioxidant potency was evaluated using four assays: free radical scavenging activity (DPPH and ABTS), reducing power and total antioxidant capacity assay. BIPs demonstrated excellent antioxidant properties, and two derivatives proved to be more potent than reference antioxidants (ascorbic acid and Trolox) in all assays. DFT calculations on ωB97XD/6-311++g(d,p) level of theory provided valuable insights into the radical scavenging mechanism of BIPs. For hydroxyl-substituted BIPs, hydrogen atom transfer (HAT) was a predominant mechanism, while the single electron transfer coupled with proton transfer (SET-PT) governed the antioxidant activity of other derivatives Intramol. hydrogen bonding (IHB) played an important role in the mechanism of antioxidant activity as revealed by noncovalent interaction anal. and rotational barrier calculations The spin d. of radical cations was localized on carbon atoms of a pyridine ring, which corroborated with g-factors and multiplicity obtained from ESR anal. The most potent compound I [R = 2-pyridyl] exhibited moderate inhibitory activity toward AChE (IC50 = 20 ± 4μM), while mol. docking suggested binding at the peripheral anionic site of AChE with the MMFF94 binding enthalpy of -43.4 kcal/mol. Moderate in vitro antimicrobial activity of BIPs had been determined against several pathogenic bacterial strains: Pseudomonas aeruginosa, Escherichia coli, Enterococcus faecalis, Staphylococcus aureus and clin. isolate of methicillin resistant S. aureus (MRSA). The antifungal activity of BIPs toward Candida albicans was also confirmed. The similarity ensemble approach combined with mol. docking suggested leucyl aminopeptidase as the probable antimicrobial target for the three most potent BIP derivatives I [R = 2-HOC6H4, 8-OH-2-quinolyl, 2-pyridyl]. The results came from multiple reactions, including the reaction of 2,6-Diaminopyridine(cas: 141-86-6Application of 141-86-6)
2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Application of 141-86-6