Choudhary An, Kohli Ms, Kumar A, Joshi A
Department of Pharmaceutical Sciences, Bhimtal Campus, Bhimtal, Kumaun University, Nainital 263136, Uttrakhand, India.
J Young Pharm. 2011 Apr;3(2):132-7. doi: 10.4103/0975-1483.80302.
The compounds, 2-(methylsulfonyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (DM3), 2-(phenylsulfonyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (DM(4)), and 2-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (DM(5)) were synthesized by coupling of 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid (DM(2)) with methanesulfonyl chloride, benzenesulfonyl chloride, and toluenesulfonyl chloride, which in turn, was synthesized by dissolving dilute aqueous ammonia with 2-(N-hydroxy methyl amino)-indol-3-yl-propanoic acid (DM(1)) which is the reaction product of l-tryptophan and formalin. All the intermediates and title compounds were characterized by physical, chemical, analytical, and spectral data. All the title compounds have been screened for in vivo antidiabetic activity in streptozotocin-induced diabetic rats, and serum glucose was estimated spectrophotometrically at 505 nm by glucose oxidase/peroxidase method. Compound DM(5) showed potent antidiabetic activity.
化合物2-(甲基磺酰基)-1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚-3-羧酸(DM3)、2-(苯基磺酰基)-1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚-3-羧酸(DM4)和2-(对甲苯磺酰基)-1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚-3-羧酸(DM5)是通过1,2,3,4-四氢-9H-吡啶并[3,4-b]吲哚-3-羧酸(DM2)与甲磺酰氯、苯磺酰氯和对甲苯磺酰氯偶联合成的，而DM2又是通过将稀氨水与2-(N-羟甲基氨基)-吲哚-3-基-丙酸(DM1)溶解而合成的，DM1是L-色氨酸与福尔马林的反应产物。所有中间体和目标化合物均通过物理、化学、分析和光谱数据进行了表征。所有目标化合物均在链脲佐菌素诱导的糖尿病大鼠中进行了体内抗糖尿病活性筛选，并通过葡萄糖氧化酶/过氧化物酶法在505nm处用分光光度法测定血清葡萄糖。化合物DM5表现出强效抗糖尿病活性。
