Efficient synthesis of new 2,3-dihydrooxazole-spirooxindoles hybrids as antimicrobial agents

被引:40
作者
Tiwari, Shailendra [1 ]
Pathak, Poonam [1 ]
Sagar, Ram [2 ]
机构
[1] Univ Allahabad, Dept Chem, Allahabad 211002, UP, India
[2] Shiv Nadar Univ, Dept Chem, NH-91 Dadri, Gb Nagar 201314, UP, India
关键词
2,3-Dihydrooxazole-spirooxindole; Isatin; Spirooxindole; Hydrazide; Schiff base; Antimicrobial antibacterial activity; Antimicrobial antifungal activity; SPIROOXINDOLES; DESIGN; DERIVATIVES;
D O I
10.1016/j.bmcl.2016.03.093
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Two series of new 2,3-dihydrooxazole-spirooxindole derivatives were efficiently synthesized starting from N'-(2-oxoindolin-3-ylidene) benzohydrazide/N'-(2-oxoindolin-3-ylidene)-2-phenoxyacetohydrazide using designed synthetic route. Newly synthesized 2,3-dihydrooxazole-spirooxindole derivatives were screened for their antibacterial and antifungal activity against different pathogenic strain of bacteria and fungi. The minimum inhibitory concentration (MIC), minimum bactericidal concentration (MBC) and minimum fungicidal concentration (MFC) were determined for the test compounds as well as for reference standards. Compounds 4e, 4g, 7g have shown good antibacterial activity whereas compounds 4f, 7b, 7d have displayed better antifungal activity. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2513 / 2516
页数:4
相关论文
共 23 条
[1]  
ALI R, 1989, INDIAN J CHEM B, V28, P526
[2]  
Badillo JJ, 2010, CURR OPIN DRUG DISC, V13, P758
[3]   Organocatalytic Asymmetric Assembly Reactions: Synthesis of Spirooxindoles via Organocascade Strategies [J].
Cheng, Daojuan ;
Ishihara, Yoshihiro ;
Tan, Bin ;
Barbas, Carlos F., III .
ACS CATALYSIS, 2014, 4 (03) :743-762
[4]   Facile regiospecific synthesis of 2,3-disubstituted indoles from isatins [J].
Dou, Xiaowei ;
Yao, Weijun ;
Wen, Shan ;
Lu, Yixin .
CHEMICAL COMMUNICATIONS, 2014, 50 (67) :9469-9472
[5]  
Gursoy A, 1996, FARMACO, V51, P437
[6]   An integrated platform of genomic assays reveals small-molecule bioactivities [J].
Hoon, Shawn ;
Smith, Andrew M. ;
Wallace, Iain M. ;
Suresh, Sundari ;
Miranda, Molly ;
Fung, Eula ;
Proctor, Michael ;
Shokat, Kevan M. ;
Zhang, Chao ;
Davis, Ronald W. ;
Giaever, Guri ;
StOnge, Robert P. ;
Nislow, Corey .
NATURE CHEMICAL BIOLOGY, 2008, 4 (08) :498-506
[7]  
Karah N., 1998, ARZNEIMITTEL-FORSCH, V48, P75
[8]   Synthesis and in vitro antibacterial activity of new steroidal thiosemicarbazone derivatives [J].
Khan, Salman Ahmad ;
Kumar, Praveen ;
Joshi, Rajkumar ;
Iqbal, Prince F. ;
Saleem, Kishwar .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2008, 43 (09) :2029-2034
[9]  
Khattab M. A., 1981, P PAK ACAD SCI, V18, P1
[10]   Identification and synthesis of N′-(2-oxoindolin-3-ylidene)hydrazide derivatives against c-Met kinase [J].
Liang, Zhongjie ;
Zhang, Dengyou ;
Ai, Jing ;
Chen, Limin ;
Wang, Hengshuai ;
Kong, Xiangqian ;
Zheng, Mingyue ;
Liu, Hong ;
Luo, Cheng ;
Geng, Meiyu ;
Jiang, Hualiang ;
Chen, Kaixian .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (12) :3749-3754