title: Synthesis, In silico studies and In vitro evaluation for antioxidant and antibacterial properties of diarylmethylamines: A novel class of structurally simple and highly potent pharmacophore.
abstract: A series of novel diarylmethylamines were synthesized via simple three component condensation reaction. In vitro antibacterial activity of the synthesized compounds was assessed against Gram-positive and Gram-negative bacteria. Compound 1f containing phenyl and N-methyl piperazine moiety was found to be potent against both pathogenic bacteria with MIC value of 31μg/mL. Diarylmethylamine 1l containing sesamol and N-methyl piperazine units was found to be the most effective against Gram-positive bacteria with MIC value of 15μg/mL. The compound leads to the damage of the bacterial cell membrane which was demonstrated by flow cytometry (FC) and field emission scanning electron microscopy (FESEM). Radical scavenging activity of compounds 1l and 1m was found out to be comparable with that of standard antioxidant BHT. Further, in silico studies were carried out to calculate the physico-chemical parameter of the synthesized compounds.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India.
authors.forename: Sujit
authors.initials: S
authors.lastname: Mahato
authors.affiliation: Department of Biosciences and Bioengineering, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India.
authors.forename: Anuma
authors.initials: A
authors.lastname: Singh
authors.affiliation: Department of Biosciences and Bioengineering, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India. Electronic address: latha_rangan@yahoo.com.
authors.forename: Latha
authors.initials: L
authors.lastname: Rangan
authors.affiliation: Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, Assam, India. Electronic address: ckjana@iitg.ernet.in.
authors.forename: Chandan K
authors.initials: CK
authors.lastname: Jana
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003198:Computer Simulation; D054307:Enterotoxigenic Escherichia coli / Q000187:drug effects; D008089:Listeria monocytogenes / Q000187:drug effects; D008744:Methylamines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008954:Models, Biological; D015394:Molecular Structure; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000975:Antioxidants; D008744:Methylamines
keywords: Antibacterial activity; Antioxidant activity; DPPH assay; Diarylmethylamines/Betti bases; Flow cytometry