Synthesis, molecular docking and DFT studies on biologically active 1, 4-disubstituted-1, 2, 3-triazole-semicarbazone hybrid molecules. (10th May 2019)

• Record Type: Journal Article
• Authors: Naveen, ; Tittal, Ram Kumar; Yadav, Pinki; Lal, Kashmiri; D., Ghule Vikas; Kumar, Ashwani
• Is Part Of: New journal of chemistry. Volume 43:Number 21(2019)
• Page Start: 8052
• Page End: 8058
• Publication Date: 2019-05-10
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c9nj00473d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Biologically active semicarbazone-triazole hybrid molecules designed and synthesized from semicarbazone linked with a terminal alkyne and aromatic azides via Cu(i )-catalyzed cycloaddition reaction. The synthesized compounds exhibited potent antibacterial activities against the tested bacterial strains. Computational results are in good agreement with the in vitro antimicrobial results. Abstract : Some biologically active semicarbazone-triazole hybrid molecules have been designed and synthesized from semicarbazone linked terminal alkyne and aromatic azides via Cu(i )-catalyzed cycloaddition reactions. All newly synthesized compounds were successfully characterized by using IR, 1 H-NMR, 13 C-NMR, and HRMS spectral techniques. The synthesized molecules were screened in vitro for anti-bactericidal effects on E. coli (MTCC 16521), B. subtilis (MTCC441), S. aureus (MTCC 3160), P. aeruginosa (MTCC 424) and S. epidermidis (MTCC 6880). The antibacterial property results revealed that the semicarbazone-triazole hybrid molecules (9b, 9e, and9f ) are a better alternative to the existing antibacterial drug ciprofloxacin. The docking study on the most active compound9b and its alkyne precursor8 with the DNA gyrase enzyme of E. coli bacteria supported the biological activity results.