Synthesis and biological evaluation of some thiazolidinone derivatives of steroid as antibacterial agents

Steroidal thiazolidinone derivatives were prepared by the multi-step reactions of steroid. It is prepared from steroidal thiosemicarbazones with ethyl bromoacetate in dioxane. Steroidal thiosemicarbazones were prepared by the reaction of thiosemicarbazide with steroidal ketones. The structures of these compounds were elucidated by IR, 1H NMR, Fab mass spectrometries and their purities were confirmed by elemental analyses. The antibacterial activity of these compounds was evaluated by the disk diffusion assay against two Gram-positive and two Gram-negative bacteria and then the minimum inhibitory concentration (MIC) of compounds was determined. The results showed that steroidal thiazolidinone derivatives are better in inhibiting the growth as compared to steroidal thiosemicarbazone derivatives of both types of the bacteria (Gram-positive and Gram-negative). Compounds 7 and 8 are better antibacterial agents as compared to standard drug Amoxicillin.

Graphical abstractSteroidal thiazolidinone derivatives were prepared from the steroidal thiosemicarbazones with ethyl bromoacetate in dioxane. Steroidal thiosemicarbazones were prepared by reaction of thiosemicarbazides with steroidal ketone. The structures of the compounds were elucidated by IR, 1H NMR, Fab mass spectrometries and their purities were confirmed by elemental analyses. The antibacterial activity of these compounds was evaluated against two Gram-positive and two Gram-negative bacteria. The results were compared with the standard drug Amoxicillin. The results showed that thiazolidinone compounds are better antibacterial agents as compared to thiosemicarbazones derivatives.Figure optionsDownload full-size imageDownload as PowerPoint slide