Synthesis and antimicrobial screening of some 1, 3, 4-oxadiazoles and their molecular properties prediction through 'rule of five'.
Synthesis and antimicrobial screening of some 1, 3, 4-oxadiazoles and their molecular properties prediction through ‘rule of five’.
Pak J Pharm Sci. 2019 May;32(3):1025-1032
Authors: Upadhyay PK, Mishra P
In the current study, a series of 5-(4-substituted phenyl) – 1, 3, 4-oxadiazole-2-thiols (4a-h) were prepared from 4-substituted benzoic acid hydrazides (3a-h). The chemical structures of synthesized compounds were elucidated by IR, 13CNMR, Mass spectral techniques and nitrogen (%) analyses. All these synthesized compounds were investigated for their antibacterial activities against bacterial strains i.e. Staphylococcus aureus, Bacillus substilis, Escherichia coli and Pseudomonas aeruginosa. The strains, Aspergillus niger and Candida albicans were also examined for antifungal screening. The zone of inhibition was measured and percentage inhibition was calculated by comparing with standard drug. The minimum inhibitory concentrations (MICs) of potent synthesized compounds were determined. Then, all the synthesized compounds were computed to assess the drug-like properties through Lipinski’s rule of five. The results of in-vitro assay showed that the compounds 4(a), 4(b) and 4(d) possess significant antibacterial activity whereas 4(a), 4(g) and 4(h) possess significant antifungal activity. The predicted drug likeness score of all these compounds were also meritorious among 1, 3, 4-oxadiazoles. The results recommended that these compounds might be used in future to generate derivatives for emergent antimicrobial agents with improved pharmacokinetic profile.
PMID: 31278716 [PubMed – in process]