A Study on Antimicrobial Evaluation of Newly Synthesized Antipyrin Analogues

Abstract

The antipyrinyl derived molecules are a versatile building blocker organic compounds and used in medicinal drug research. A versatile range of hybrid molecules have been synthesized by diazotization of 4-aminoantipyrin and further substituted with six different coupling components. The structures of the synthesized compounds have been confirmed by different spectral techniques. The antimicrobial activity of the synthesized molecules is investigated by agar well diffusion method against a wide range of microbial strains. The results of the antimicrobial activities of the novel synthesized molecules are statistically interpreted by dunnet post hoc test. It is found to be observed that the compound 4 -[(4-Hydroxy-2-oxo-2H-chromen-3-yl)diazenyl]-1, 5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (4a) showed significant antimicrobial activity against S. flexneri, K. pneumonia, M. luteus, S. mitis, B. subtilis and S. aureus in comparison to standard ampicillin. The solvatochromic study of the synthesized compounds revealed that the compound 4-((2, 4-dihydroxyphenyl) diazenyl)-1, 5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (4d) 4-((2-hydroxynaphthalen-1-yl) diazenyl)-1, 5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one(4e) showed good bathochromic shift in comparison to other solvents used. These novel synthesized azo molecules may be suggested for new establishment chemical class of antimicrobial agents and to create an opportunity in new drug discovery and medicinal research.

Novel Antimicrobial 8-Hydroxyquinoline-Based Agents: Current Development, Structure–Activity Relationships, and Perspectives

“…The diazenyl group is useful for promoting coupling between two pharmacophoric cores, in addition to being present in compounds with antimicrobial activity . 8HQ derivatives containing a diazenyl group at position 5, linked to substituted phenyl ( 5a – i ) or heterocycles ( 5j – l ) (Figure ) presented antibacterial and antifungal activities ranging from 74.99 to >1000 μM, − with the exception of derivative 5l . The pyrazolopyridine nucleus ( 5l ) improved the activity against Bacillus subtilis (MIC of 19.66 μM) and Salmonella sp.…”

Novel Diazenyl Containing Phenyl Styryl Ketone Derivatives As Antimicrobial Agents

“…The effect of different substitutions on the phenyl ring of the azobenzene on antimicrobial activity was noted [11]. Antipyrin analogues of azo molecules may be suggested for new establishment chemical class of antimicrobial agents and to create an opportunity in new drug discovery and medicinal research [12]. Benzostyrene incorporated Phenyl Styryl Ketone derivatives can act as COX-2 inhibitors with Anti-Inflammatory activity [13].…”