Synthesis, characterization and antimicrobial activity of new aliphatic sulfonamide

被引:141
作者
Ozbek, Neslihan [1 ]
Katircioglu, Hikmet [1 ]
Karacan, Nurcan [1 ]
Baykal, Tulay [1 ]
机构
[1] Gazi Univ, Fen Edebiyat Fak, TR-06500 Ankara, Turkey
关键词
antimicrobial activity; sulfonamides; aliphatic sulfonamide; MIC;
D O I
10.1016/j.bmc.2007.05.037
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of novel aliphatic sulfonamide derivatives (1-7) were synthesized and characterized by elemental analyses, FT-IR. H-1 NMR. C-13 NMR and LC-MS techniques. All the synthesized compounds were evaluated in vitro as antimicrobial agents against representative strairis of Gram-positive (Staphylococcus aureus ATCC 25953, Bacillus cereus ATCC 6633 and Listeria monocytogene ATCC Li6 (isolate), Gram-negative bacteria (Escherichia coli ATCC 11230) and antifungal agent against Candida albicans (clinical isolate) by both disc diffusion and minimal inhibition concentration (MIC) methods. All these bacteria and fungus studied were screened against some antibiotics to compare with our chemicals' zone diameters. Our aliphatic sulfonamides have highest powerful antibacterial activity for Gram-negative bacteria than Gram-positive bacteria and antibacterial activity decreases as the length of the carbon chain increases. Published by Elsevier Ltd.
引用
收藏
页码:5105 / 5109
页数:5
相关论文
共 19 条
[11]  
MANDLOI D, 2005, BIOORG MED CHEM LETT, V17, P15
[12]   QSAR study on para-substituted aromatic sulfonamides as carbonic anhydrase II inhibitors using topological information indices [J].
Melagraki, G ;
Afantitis, A ;
Sarimveis, H ;
Igglessi-Markopoulou, O ;
Supuran, CT .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (04) :1108-1114
[13]  
NAKAMOTO K, 1986, INFRARED SPECTRA INO, V236
[14]   Phenylglycine as a novel P2 scaffold in hepatitis C virus NS3 protease inhibitors [J].
Ortqvist, Pernilla ;
Peterson, Shane D. ;
Akerblom, Eva ;
Gossas, Thomas ;
Sabnis, Yogesh A. ;
Fransson, Rebecca ;
Lindeberg, Gunnar ;
Danielson, U. Helena ;
Karlen, Anders ;
Sandstrom, Anja .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (03) :1448-1474
[15]   Synthesis and in vitro antitumor evaluation of some indeno[1,2-c]-pyrazol(in)es substituted with sulfonamide, sulfonylurea(-thiourea) pharmacophores, and some derived thiazole ring systems [J].
Rostom, Sherif A. F. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (19) :6475-6485
[16]   Design, synthesis and molecular modeling study of iminodiacetyl monohydroxamic acid derivatives as MMP inhibitors [J].
Santos, M. Amelia ;
Marques, Sergio M. ;
Tuccinardi, Tiziano ;
Carelli, Paolo ;
Panelli, Laura ;
Rossello, Armando .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (22) :7539-7550
[17]   Carbonic anhydrase inhibitors: Transepithelial transport of thioureido sulfonamide inhibitors of the cancer-associated isozyme IX is dependent on efflux transporters [J].
Vullo, D ;
Steffansen, B ;
Brodin, B ;
Supuran, CT ;
Scozzafava, A ;
Nielsen, CU .
BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (07) :2418-2427
[18]  
Wayne P., 1997, M7A4 NAT COMM CLIN L
[19]  
Wayne P. A., 1997, M27 NAT COMM CLIN LA