Synthesis, Spectral Characterization and Antioxidant Activity of Novel Zafirlukast Sulfonyl Derivatives

被引:4
作者
Rajasekhar, Donka [1 ,3 ]
Srinivasulu, Doddaga [1 ]
Sridhar, Chenchugari [2 ]
Kumar, Godlaveti Vijay Narasimha [2 ]
Ramesh, Peddakonda [1 ]
机构
[1] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
[2] Sri Padmavathi Sch Pharm, Dept Pharm, Tiruchanoor 517501, AP, India
[3] Univ Orange Free State, Dept Chem, Post Box 339, ZA-9300 Bloemfontein, South Africa
关键词
Zafirlukast; Boc piperazine; Sulfonyl derivatives; Antioxidant activity; INHIBITORS; RECEPTOR; SULFONAMIDES; AFFINITY; HIV;
D O I
10.1002/jccs.201500143
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of cyclopentyl 3-(2-methoxy-4-(piperazine-1-carbonyl) benzyl)-1-methyl-1H-indol-5-ylcarbamate sulfonyl derivatives were synthesized by the reaclion of 4-((5-(cyclopentyloxycarbonylamino)-1-methyl-1H-indol-3-yl) methyl)-3-methoxybenzoic acid (ZAK drug intermediate) with Boc piperazine in the presence of EDC. HCl, HOBt, TEA in DMF followed by deboxylation by using 2N HCl or 35% HCl in acetone to get an intermediate compound. Further, this compound was treated with various substituted benzene sulfonyl chlorides in the presence of TEA in THF to afford title compounds. All the title compounds were characterized by (HNMR)-H-1, (CNMR)-C-13, IR and mass spectral data. The title compounds and starting material were evaluated for their antioxidant activity by using the DPPH, H2O2 and NO methods. The results revealed that some of the compounds have shown significant antioxidant activity.
引用
收藏
页码:267 / 274
页数:8
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