ABSTRACT

Novel series of N-(5-phenyl-1,3,4-oxadiazol-2yl)cinnamamides were synthesized by condensation of substituted cinnamic acids with 2-amino-5-phenyl-1,3,4-oxadiazole using (1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride) & HOBt(N-hydroxy benzotriazole). Substituted cinnamic acids were prepared by reaction of aromatic aldehydes with malonic acid in presence of pyridine and piperidine. The chemical structures of synthesized compounds were confirmed by means of IR, 1H NMR, mass spectral data. All the title compounds were evaluated for antibacterial and antioxidant activities. Among the series, 2j and 2k derivatives showed appreciable antibacterial activity against four bacterial strains Escherichia coli, Pseudomonas aeruginosa (gram-negative) and Bacillus subtilis, Staphylococcus aureus (gram-positive) which is comparable to that of standard streptomycin. Among all the title compounds, 2g and 2i derivatives exhibited good DPPH scavenging activity and compounds 2c and 2b showed good Nitric Oxide scavenging activity which is comparable to that of standard antioxidant ascorbic acid. All the title compounds were subjected to in silico molecular property prediction studies. Results of in silico studies showed that all the derivatives followed the Lipinski rule of five indicating good oral bioavailability. Keywords: Cinnamamides, oxadiazole, antioxidant, nitric oxide, antibacterial
Publication date: 01/02/2023

https://ijbpas.com/pdf/2023/February/MS_IJBPAS_2023_6879.pdf

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https://doi.org/10.31032/IJBPAS/2023/12.2.6879