Synthesis and photophysical, antibacterial studies of some novel molecular tweezers

Thiophene‐containing compounds with antimicrobial activity

“…A few potent compounds emerged during the preliminary evaluation of antimicrobial activity using the agar well diffusion method, which was performed against a microbial panel comprising S. A series of symmetrical diamides whose two-terminal aromatic thiophene arms are linked through an 1,2,3-triazole ring to various aromatic cores have been primarily designed as molecular tweezers, but have also been evaluated as antibacterial agents using the resazurin reduction assay. [157] Stepwise synthesis of these compounds comprised condensation of thiophene-2-carbonyl chloride with 2-(prop-2-yn-1-ylthio)aniline and subsequent Huisgen Cu(I)-catalyzed…”

“…A series of symmetrical diamides whose two‐terminal aromatic thiophene arms are linked through an 1,2,3‐triazole ring to various aromatic cores have been primarily designed as molecular tweezers, but have also been evaluated as antibacterial agents using the resazurin reduction assay. [ 157 ] Stepwise synthesis of these compounds comprised condensation of thiophene‐2‐carbonyl chloride with 2‐(prop‐2‐yn‐1‐ylthio)aniline and subsequent Huisgen Cu(I)‐catalyzed cycloaddition of the alkyne intermediate to various bis‐azides. Compound 179 (Figure 19) was particularly active against S. aureus (two times less potent than streptomycin), K. pneumoniae and B. cereus (four times less potent than streptomycin) and E. coli (eight times less potent than streptomycin), presumably owing to the presence of a phenolic group in its structure.…”