Synthesis, characterization and in vitro antibacterial activity of thiourea and urea derivatives of steroids

Some heterocyclic systems namely stigmest-6-en-7, 5 alpha thiourea and stigmest-6-en-7, 5 alpha urea derivatives of steroids were synthesized by the reaction of stigmest-5-en-7 one with thiourea/urea in the presence of a few drops of cone. HCl at 80 degrees C in high yield. All the compounds have been characterized by means of elemental analyses, IR, H-1 NMR, C-13 NMR and mass spectroscopic data. The antibacterial activity was first tested in vitro by the disk diffusion assay against two Gram-positive and two Gram-negative bacteria, and then the minimum inhibitory concentration (MIC) of compounds were determined. The results showed that steroidal thiourea derivatives inhibit growth as compared to steroidal urea derivatives of both type of the bacteria (Gram-positive and Gram-negative). Compounds 3 and 4 are better antibacterial agents as compared to standard drug chloramphenicol. (C) 2008 Published by Elsevier Masson SAS.