In the present study, a series of 3-(5-cyclohexyl-1,3,4-oxadiazol-2-yl)-N-substituted aniline have been synthesized by multistep reaction scheme. Benzohydrazide was used as the starting material. The structures of all synthesized compounds are characterized and confirmed by FT-IR, H and C NMR and mass spectral studies with the intention of developing the novel biologically active compounds. All title synthetic compounds were screened for their antidiabetic, anti-inflammatory and anticancer activities.
A novel series of 1,3,4-oxadiazole containing sulfonamide derivatives were synthesized by 5-(5cyclohexyl-1,3,4-oxadiazol-2-yl)-2-methyl-benzenesulfonyl chloride. A good yield of intermediate with various substituted like aryl/hetero was formed. All the synthesized compounds were characterized by FT-IR, 1 H NMR, 13 C NMR and mass spectral studies. These compounds were evaluated for their preliminary bioassay in vitro antimicrobial activity, anti-inflammatory and anti-diabetic activities. In this series, most of the compounds have good anti-inflammatory activity. Particularly, compounds 5c, 5d and 5e showed excellent anti-inflammatory activity with IC50 values of 110, 110, and 111 μg/mL than diclofenac (157 μg/mL). The frontier orbital energy and the global reactivity descriptor were discussed for the tested compounds using RB3LYP/311G(d,p) basis set. Results revealed that the theoretical calculations of antimicrobial activity were closely related to quantum chemical parameters.
In the present study, synthesized 3-(5-cyclohexyl -1,3,4-oxadiazol-2-yl)-N-substituted aniline derivatives were studied for their in vitro antibacterial activity against four bacterial strains like gram positive; Staphylococcus aureus, Bacillus subtilis, gram negative bacteria : Escherichia coli, Pseudomonas aeruginosa and antifungal strains like Candida albicans, Aspergillus Niger. All synthesized compound showed moderate to good antimicrobial activities. The fifteen synthesized compounds have been performed with DFT by using RB3LYP/ 311G (d, p) basis set.
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