Synthesis and biological evaluation of l-acetyl-3-(2-acetoxy-3-substituted propyloximino) indol-2(3<i>H</i>)-ones

Abstract

971-9751-Acetyl 3-oximino-indol-2 (3H)-one 2 on reaction with epichlorohydrin in acetone gave l-acetyl-3-(2, 3-epoxy propyloximino) indol-2(3H)-one 3, which, on subsequent reaction with piperidine, pyrolidine, dicyclohexyl amine, diphenyl amine gave corresponding Mannich base 4, which on acetylation furnishes 5a-e. All these synthetic compounds 2, 3 and 5a-e are screened for their anti-microbial action, gross behavioral, toxicity, antagonism of tetrabenazine induced ptosis, inhibition of pentobarbitone-induced narcosis and effect on blood presure and respiration rate in suitable experimental models. Test compouds 2, 3 and 5a-e reduce MIC against B. substilis, E. coli, and C. albicans.Further, these compounds inhibit tetrabenazine induced ptosis in mice, of which except compound 2, all shows a ptosis score of 2 at the end of 150 and 210 min. In the test of inhibition of pentobarbitone induced narcosis all compounds except compound 2 possess a significant decrease in sleeping time. All test compounds inhibit the histamine-induced fall in blood pressure except compound 2. Test compounds 5a-e have a negligible skeletal muscle contraction effect when tested on frog's rectus abdominus muscl