Autor: |
Carreño A; Laboratory of Organometallic Synthesis, Center of Applied NanoSciences (CANS), Facultad de Ciencias Exactas, Universidad Andres Bello, República 330, Santiago 8370186, Chile.; Departamento de Ciencias Químicas, Facultad de Ciencias Exactas, Universidad Andres Bello, Av. República 275, Santiago 8370146, Chile., Morales-Guevara R; Laboratory of Organometallic Synthesis, Center of Applied NanoSciences (CANS), Facultad de Ciencias Exactas, Universidad Andres Bello, República 330, Santiago 8370186, Chile.; Departamento de Química de los Materiales, Facultad de Química y Biología, Universidad de Santiago de Chile, Av. Libertador B. O'Higgins 3363, Santiago 9170022, Chile.; Facultad de Ingeniería, Universidad Finis Terrae, Av. Pedro de Valdivia 1509, Santiago 7501015, Chile., Cepeda-Plaza M; Departamento de Ciencias Químicas, Facultad de Ciencias Exactas, Universidad Andres Bello, Av. República 275, Santiago 8370146, Chile., Páez-Hernández D; Laboratory of Organometallic Synthesis, Center of Applied NanoSciences (CANS), Facultad de Ciencias Exactas, Universidad Andres Bello, República 330, Santiago 8370186, Chile., Preite M; Departamento de Química Orgánica, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, Santiago 7820436, Chile., Polanco R; Laboratorio de Hongos Fitopatógenos, Centro de Biotecnología Vegetal (CBV), Facultad de Ciencias de la Vida, Universidad Andres Bello, República 330, Santiago 8370186, Chile., Barrera B; Escuela de Tecnología Médica, Facultad de Salud, Universidad Santo Tomás, Santiago 8370003, Chile., Fuentes I; Laboratorio de Genética y Patogénesis Bacteriana, Facultad de Ciencias de la Vida, Universidad Andres Bello, República 330, Santiago 8370186, Chile.; Doctorado en Biotecnología, Facultad de Ciencias de la Vida, Universidad Andres Bello, República 330, Santiago 8370186, Chile., Marchant P; Laboratorio de Genética y Patogénesis Bacteriana, Facultad de Ciencias de la Vida, Universidad Andres Bello, República 330, Santiago 8370186, Chile., Fuentes JA; Laboratorio de Genética y Patogénesis Bacteriana, Facultad de Ciencias de la Vida, Universidad Andres Bello, República 330, Santiago 8370186, Chile. |
Abstrakt: |
Four synthetic Schiff bases (PSB1 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4,6-dibromophenol], PSB2 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4,6-diiodophenol], PSB3 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4-iodophenol], and PSB4 [(E)-2-(((4-aminopyridin-3-yl)imino)methyl)-4-chloro-6-iodophenol]) were fully characterized. These compounds exhibit an intramolecular hydrogen bond between the hydroxyl group of the phenolic ring and the nitrogen of the azomethine group, contributing to their stability. Their antimicrobial activity was evaluated against various Gram-negative and Gram-positive bacteria, and it was found that the synthetic pyridine Schiff bases, as well as their precursors, showed no discernible antimicrobial effect on Gram-negative bacteria, including Salmonella Typhi (and mutant derivatives), Salmonella Typhimurium, Escherichia coli , and Morganella morganii . In contrast, a more pronounced biocidal effect against Gram-positive bacteria was found, including Bacillus subtilis , Streptococcus agalactiae , Streptococcus pyogenes , Enterococcus faecalis , Staphylococcus aureus , and Staphylococcus haemolyticus . Among the tested compounds, PSB1 and PSB2 were identified as the most effective against Gram-positive bacteria, with PSB2 showing the most potent biocidal effects. Although the presence of reactive oxygen species (ROS) was noted after treatment with PSB2, the primary mode of action for PSB2 does not appear to involve ROS generation. This conclusion is supported by the observation that antioxidant treatment with vitamin C only partially mitigated bacterial inhibition, indicating an alternative biocidal mechanism. |