Sulfated and Oxygenated Imidazoline Derivatives: Synthesis, Antioxidant Activity and Light‐Mediated Antibacterial Activity. (2nd April 2020)

• Record Type: Journal Article
• Authors: Faillace, Martín S.; Silva, Ana P.; Alves Borges Leal, Antonio L.; Muratori da Costa, Luciana; Barreto, Humberto M.; Peláez, Walter J.
• Is Part Of: ChemMedChem. Volume 15:Number 10(2020)
• Page Start: 851
• Page End: 861
• Publication Date: 2020-04-02
• Subjects: antibiotic resistance -- antioxidants -- imidazoline -- microwave chemistry -- S. aureus; Pharmaceutical chemistry -- Periodicals; 615.19005
• DOI: 10.1002/cmdc.202000048
• Languages: English
• ISSNs: 1860-7179

Abstract

Abstract: Imidazoline derivatives with different exocyclic substituents were simply prepared from common starting materials. The procedures were carried out in an eco‐friendly manner. The antioxidant activity of these derivatives was explored by different experimental assays, such as ABTS .+ and DPPH . scavenging assay, as well as reducing power assay. The structural differences are discussed in terms of the results. Sulfur analogs showed higher antioxidant activity than their oxygenated counterparts. The same tendency was observed in microbiological studies, in which the same imidazoline compounds were assayed for light‐mediated activity against of Staphylococcus aureus and Escherichia coli strains. A light‐enhanced activity was observed for almost all the sulfated imidazolines after exposure to UV‐A (400‐320 nm) light. Abstract : A family of oxygenated and sulfated imidazoline compounds was synthesized. Sulfur derivatives are better antioxidants than oxygenated counterparts. Moreover, these derivatives showed a light‐enhanced activity against a S. aureus after irradiation with UV‐A. The mechanisms of action are discussed in terms of the results, supported by DFT calculations.