title: Spectroscopic and solvatochromism studies along with antioxidant and antibacterial activities investigation of 2-((2-mercaptophenylimino)methyl)-4-(phenyldiazenyl)phenol.
abstract: The condensation reaction of 2-hydroxy-5-(aryldiazenyl)benzaldehyde (1a-d) with 2-aminothiophenole affored Schiff base compounds 2-((2-mercaptophenylimino)methyl-4-(-aryldiazenyl)phenol (2a-d). The structures of compounds (2a-d) were characterized by elemental analysis, mass, infrared, UV-vis and NMR spectroscopy. The 2a-d shows enol-keto tautomeric and positive solvatochromism. The antibacterial activities of 2a-d were also evaluated by disc diffusion method. Compound 2b displayed activity against Staphylococcus aureus and Bacillus cereus, 2a and 2c were active against B. cereus but 2d did not exhibit activity against the tested organisms. Among the tested compounds, 2b showed the best antioxidant properties as evaluated by free radical scavenging activity on 1,1-diphenyl-2-picryl-hydrazyl and ferric reducing power determination.
authors.affiliation: Department of Chemistry, Faculty of Science, Lorestan University, Khorramabad, Iran. kakanejadi.a@lu.ac.ir
authors.forename: Ali
authors.initials: A
authors.lastname: Kakanejadifard
authors.forename: Farideh
authors.initials: F
authors.lastname: Azarbani
authors.forename: Abedin
authors.initials: A
authors.lastname: Zabardasti
authors.forename: Azam
authors.initials: A
authors.lastname: Rezayat
authors.forename: Motaleb
authors.initials: M
authors.lastname: Ghasemian
authors.forename: Sahar
authors.initials: S
authors.lastname: Kakanejadifard
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D001391:Azo Compounds / Q000737:chemistry* / Q000494:pharmacology; D001409:Bacillus cereus / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D004927:Escherichia coli Infections / Q000188:drug therapy; D006801:Humans; D007710:Klebsiella Infections / Q000188:drug therapy; D007711:Klebsiella pneumoniae / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D012545:Schiff Bases / Q000737:chemistry / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013203:Staphylococcal Infections / Q000188:drug therapy; D013211:Staphylococcus aureus / Q000187:drug effects; D013882:Thiosemicarbazones / Q000737:chemistry* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000975:Antioxidants; D001391:Azo Compounds; D012545:Schiff Bases; D013882:Thiosemicarbazones; C512188:azomethine
keywords: Antibacterial activity; Antioxidant activity; Azo-dye; Azo–azomethine; Schiff base; Solvatochromism