Synthesis and molecular design of mono aspirinate thiourea-azo hybrid molecules as potential antibacterial agents

Ngaini, Zainab; Rasin, Ferlicia; Zullkiplee, Wan Sharifatun Handayani Wan; Halim, Ainaa Nadiah Abd

doi:10.1080/10426507.2020.1828885

Cited by 6 publications

(1 citation statement)

References 52 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Various novel pathways have been introduced for the synthesis of thiourea derivatives including hybrid-molecule formation 23 and optimization of one-pot syntheses procedures, 24 but the most commonly used procedure is Douglas Dains' method, 25 in which different amines are reacted with in situ generated acyl isothiocyanates in dry solvents at specific temperature. 26 Some thioureas have also been synthesized by using ultrasound radiations.…”

Section: Synthesismentioning

confidence: 99%

Recent trends in chemistry, structure, and various applications of 1-acyl-3-substituted thioureas: a detailed review

et al. 2022

View full text Add to dashboard Cite

show abstract

Section: Synthesismentioning

confidence: 99%

Recent trends in chemistry, structure, and various applications of 1-acyl-3-substituted thioureas: a detailed review

et al. 2022

View full text Add to dashboard Cite

show abstract

Synthesis and molecular docking simulation on the antimicrobial effects of halogenated vanillin-azo dyes and schiff base derivatives

Hissam,

Ngaini,

Zamakshshari

et al. 2024

Discov Appl Sci

View full text Add to dashboard Cite

Lead compounds containing nitrogen pharmacophores from natural resources have garnered interest among researchers due to their potential for drug development. However, the extractions of the active metabolites are usually labor-intensive and time-consuming. In this study, halogenated vanillin derivatives featuring azo dyes (N=N) (1a-1 h) and Schiff base (C=N) (2a-2 h) have been synthesized via diazonium coupling and nucleophilic substitution reaction, respectively. The comparative effect of N=N and C=N moieties was evaluated for antibacterial properties against Staphylococcus aureus and Escherichia coli via disc diffusion method. Incorporating C=N (8–13 mm) into the vanillin network showed excellent inhibition against S. aureus compared to N=N (7–8 mm) and the standard ampicillin (12 mm). While the halogenated vanillin featuring N=N (7–9 mm) and C=N (7–8 mm) moieties showed excellent zone of inhibitions against E. coli compared to the parent vanillin. The in-silico screening using AutoDock Vina, showed 2c-h (inhibition zone > 10 mm) with a high binding affinity against DNA gyrase enzyme with binding energy ranging from − 7.3 to − 7.9 kcal/mol, similar to re-docking of ampicillin − 7.6 kcal/mol and co-crystalize compounds BPH651 with − 7.5 kcal/mol. This research contributes a significant milestone in drug design, especially for the development of new antibacterial drugs with outstanding properties. Graphical abstract

show abstract

Synthesis, antibacterial potential and in silico molecular docking analysis of triazene compounds via diazo coupling reactions of an amine

Abd Halim,

Mohammad Hussin,

Ngaini

et al. 2023

Tetrahedron Letters

View full text Add to dashboard Cite

Synthesis and molecular design of mono aspirinate thiourea-azo hybrid molecules as potential antibacterial agents

Cited by 6 publications

References 52 publications

Recent trends in chemistry, structure, and various applications of 1-acyl-3-substituted thioureas: a detailed review

Recent trends in chemistry, structure, and various applications of 1-acyl-3-substituted thioureas: a detailed review

Synthesis and molecular docking simulation on the antimicrobial effects of halogenated vanillin-azo dyes and schiff base derivatives

Synthesis, antibacterial potential and in silico molecular docking analysis of triazene compounds via diazo coupling reactions of an amine

Contact Info

Product

Resources

About