Sridhar S K, Saravanan M, Ramesh A
Department of Pharmaceutical Chemistry, Vel's College of Pharmacy, 600 117, Chennai, India.
Eur J Med Chem. 2001 Jul-Aug;36(7-8):615-25. doi: 10.1016/s0223-5234(01)01255-7.
Schiff bases and hydrazones of substituted isatins (1-28) were prepared by reacting isatin and aromatic primary amines/hydrazines. A new series of the corresponding N-Mannich base (29-35) was synthesised by reacting them with formaldehyde and diphenyl amine. The chemical structures were confirmed by means of 1H-NMR, IR spectral data and elemental analysis. The compounds were screened for antibacterial activity against seven Gram (+) and seven Gram (-) standard and pathological bacterial strains by the paper disc diffusion technique. The minimum inhibitory concentrations of the active compounds were determined. 1-Diphenyl amino-methyl-3-(4-bromo phenylimino)-1,3-dihydro-indol-3-one (30) and 3-(4-bromo phenylimino)-5-nitro-1,3-dihydro-indol-3-one (13) were found to be the most active compounds of the series. Mannich bases exhibited higher activity than the corresponding Schiff bases.
通过使异吲哚酮与芳香伯胺/肼反应制备了取代异吲哚酮（1 - 28）的席夫碱和腙。通过使它们与甲醛和二苯胺反应合成了一系列新的相应N - 曼尼希碱（29 - 35）。通过1H - NMR、红外光谱数据和元素分析确定了化学结构。采用纸片扩散法对这些化合物针对七种革兰氏阳性和七种革兰氏阴性标准及致病细菌菌株的抗菌活性进行了筛选。测定了活性化合物的最低抑菌浓度。发现1 - 二苯胺基甲基 - 3 - （4 - 溴苯基亚氨基） - 1,3 - 二氢吲哚 - 3 - 酮（30）和3 - （4 - 溴苯基亚氨基） - 5 - 硝基 - 1,3 - 二氢吲哚 - 3 - 酮（13）是该系列中活性最高的化合物。曼尼希碱比相应的席夫碱表现出更高的活性。
