Synthesis, crystal structure and antimicrobial potential of some fluorinated chalcone-1,2,3-triazole conjugates

• Published in: European journal of medicinal chemistry 2018-07, Vol.155, p.263-274
• Main Authors: Yadav, Pinki, Lal, Kashmiri, Kumar, Lokesh, Kumar, Ashwani, Kumar, Anil, Paul, Avijit K., Kumar, Rajnish
• Format: Article
• Language: English
• Subjects: 1,2,3-Triazoles; Antimicrobial activity; Chalcones; Docking studies; Fluoronated compounds; Medicin och hälsovetenskap
• ISSN: 0223-5234; 1768-3254; 1768-3254
• DOI: 10.1016/j.ejmech.2018.05.055

A simple and green synthesis of some fluorinated chalcone-triazole hybrids from propargylated chalcones and organic azides catalyzed by cellulose supported copper nanoparticles click reaction is reported. All the synthesized compounds were well characterized by various analytical and spectroscopic methods. The X-rays crystallographic study of compounds 6k revealed the self assembling properties. The antimicrobial screening results of all the synthesized compounds revealed that most of the triazole hybrids exhibited significant efficacy against tested bacterial and fungal strains. The activity results showed the synergistic effect of biological activity when two pharmacophoric units, i.e. chalcone and 1,2,3-triazole are conjugated. Further, docking simulation of the most active compounds 6p into Escherichia coli topoisomerase II DNA Gyrase B was also carried out. Designed chalcone-1,2,3-triazole conjugates as potential antimicrobial agents. [Display omitted] •Some fluorinated chalcone-1,2,3-triazole conjugates were synthesized via click reaction.•The X-rays crystallographic study of compounds 6k revealed the self assembling properties.•Some conjugates demonstrated better activity compared to reference drug.•Conjugates exhibited synergistic effects in the activity.