Synthesis, antimicrobial properties of novel mannich bases containing 2- phenoxy-1, 3, 2-benzodioxa phosphole and Indole systems

摘要

New novel mannich bases of 2-phenoxy-1,3,2-benzodioxaphosphole derivatives 2 - (4-substituted phenoxy) - N’-[2- oxo-1, 2-dihydro-1-(piperidine-1-ylmethyl) / (morpholino methyl) / (4 - methyl piperazine - 1 – yl methyl) indole – 3 - ylidene] - 1, 3, 2 -benzodioxaphosphole-4-carbohydrazide-2-oxide 6(a-g) were prepared by the condensation reaction between 2-(4-substituted phenoxy)-1,3,2-benzodioxaphosphole-4-carbohydrazide-2-oxides (3) with Isatin (4) yielded the corresponding 2-(4-substitutedphenoxy)-N’-(-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-1,3,2- benzodioxa- phosphole -4-carbohydrazide-2-oxide (5). This was allowed to undergo the Mannich reaction with different Secondary Amines namely: piperidine, morpholine and N-methyl piperazine in the presence of formaldehyde in DMF to give corresponding hydrazides 6(a-g). The chemical structures of these newly synthesized compounds were characterized by 1H-NMR, Mass, IR, C13-NMR and P31-NMR Spectral data. These newly synthesized compounds 6(a-g) were screened for their antibacterial and antifungal activity.