Singh Nisha, Bhati Sudhir Kumar, Kumar Ashok
Medicinal Chemistry Division, Department of Pharmacology, L.L.R.M. Medical College, Gargh Road, Meerut 250004, Uttar Pradesh, India.
Eur J Med Chem. 2008 Nov;43(11):2597-609. doi: 10.1016/j.ejmech.2007.12.024. Epub 2008 Jan 5.
A series of 3-(2'-substituted indolidene aminothiazol-4'-yl)-2-(4-chlorophenyl) indoles (3a-3d), 3-(2'-substituted indolidene amino oxazol-4'-yl)-2-(4-chlorophenyl) indoles (3a'-3d') and 3-[2'-(1'-substituted phenyl-3'-substituted indolyl formazan-4'-yl) thiazol-4'-yl]-2-(4-chlorophenyl) indoles (4a-4h), 3-[2'-(1'-substituted phenyl-3'-substituted indolyl formazan-4'-yl) oxazol-4'-yl]-2-(4-chlorophenyl) indoles (4a'-4h') were synthesized and evaluated for their anti-inflammatory activity against carrageenan induced oedema in albino rats at a dose of 50mg/kg p.o. The structure of all these compounds were established on the basis of elemental and spectral (IR, (1)H NMR and mass spectral data) studies. All the compounds of this series show moderate to good activity. The most active compound of this series 3-(2'-methyl indolidene aminothiazol-4'-yl)-2-(4-chlorophenyl) indole (3b) is found to be the most potent and has shown higher percent of inhibition of oedema, lower ulcerogenic liability and acute toxicity than the reference drug phenyl butazone.
合成了一系列3-(2'-取代吲哚亚基氨基噻唑-4'-基)-2-(4-氯苯基)吲哚(3a - 3d)、3-(2'-取代吲哚亚基氨基恶唑-4'-基)-2-(4-氯苯基)吲哚(3a' - 3d')以及3-[2'-(1'-取代苯基-3'-取代吲哚基甲酰肼-4'-基)噻唑-4'-基]-2-(4-氯苯基)吲哚(4a - 4h)、3-[2'-(1'-取代苯基-3'-取代吲哚基甲酰肼-4'-基)恶唑-4'-基]-2-(4-氯苯基)吲哚(4a' - 4h')，并以50mg/kg口服剂量对白化大鼠角叉菜胶诱导的水肿进行抗炎活性评价。所有这些化合物的结构均通过元素分析和光谱(红外、(1)H核磁共振和质谱数据)研究确定。该系列所有化合物均表现出中度至良好的活性。该系列中活性最高的化合物3-(2'-甲基吲哚亚基氨基噻唑-4'-基)-2-(4-氯苯基)吲哚(3b)被发现是最有效的，并且与参比药物保泰松相比，对水肿的抑制百分比更高，致溃疡倾向和急性毒性更低。
