Synthesis, characterization and SAR studies of Novel Series of Spiro β-Lactam of 5-methyl-indole-2,3-dione derivatives as a potential antibacterial and anthelmintic agent

Abstract

A novel series of spiro cyclo-indolyl β-lactam compounds of the 5-methyl-indole-2,3-dione derivatives has been synthesized from the new Schiff bases Isatin, using the Staudinger synthesis. FT-IR, 1H-NMR, 13C-NMR, mass spectroscopy, and elemental analyses were used to describe the produced chemicals. The anthelmintic potency of the produced compounds was evaluated using standard albendazole. The antibacterial activity also tested for the synthesized compounds by calculating the zone of inhibition using cup plate method and by comparison with the standard Ampicillin against the five different pathogens (Bacillus subtilis (ATCC-1086), Pseudomonas auroginosa (ATCC-1232), Escherichia coli, (ATCC-3273), Proteus mirabilis (ATCC-224), and Staphylococcus aureus (ATCC-449)). The result of anthelmintic potential, when compared to conventional albendazole (PT: 1.324±0.12, DT: 1.421±0.21), synthesized compounds ICP-3B (PT: 1.883±0.24, DT: 1.943±0.02) and ICM-3B (PT: 1.758±0.27, DT: 1.675±0.32) were shown significant activity in terms of paralysis and death time. In the antibacterial study, the compound ICP-3B has shown 20.53mm clear zone of inhibition at 100 µg/mL against the bacteria Bacillus subtilis in comparison to the standard ampicillin (23.04 mm zone). The compound ICM-3B, clearly shows the inhibition zone of 21.27 mm against Bacillus subtilis, 24.64 mm against pseudomonas aeruginosa, 20.62mm against E. coli, 20.41 mm against Proteus mirabilis and 23.65 mm against the bacteria staphylococcus aureus at the level of 100µg/mL. It was confirmed that the compounds were synthesized as expected in the reaction scheme based on the collected spectrum and elemental data. The obtained anthelmintic ant antibacterial results also affirm the potentiality of the synthesized compounds. The further compounds can be synthesised as well as other pharmacological activities can be tested for these compounds with the concept of molecular modelling.