Metal-based sulfonamides: synthesis, characterization, antibacterial, antifungal and cytotoxic properties of pyrrolyl- and thienyl-derived compounds

被引:13
作者
Chohan, Zahid H. [1 ]
Naseer, Muhammad M. [1 ]
机构
[1] Bahauddin Zakariya Univ, Dept Chem, Multan, Pakistan
关键词
sulfonamides; metal complexes; antibacterial; antifungal; cytotoxicity;
D O I
10.1002/aoc.1279
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Pyrrolyl and thienyl derived sulfonamides and their metal [cobalt(II), copper(II), nickel(II) and zinc(II)] complexes were synthesized and characterized by elemental analyses, molar conductances, magnetic moments, IR, H-1 NMR, C-13 NMR and electronic spectral data. These compounds were screened for in-vitro antibacterial activity against four Gram-negative (Escherichia coli, Shigella flexeneri, Pseudomonas aeruginosa and Salmonella typhi) and two Gram-positive (Bacillus subtilis and Staphylococcus aureus) bacterial strains, and for in-vitro antifungal activity against Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium solani and Candida glaberata. The results of these studies revealed that all compounds showed significant to moderate antibacterial activity, however, the zinc complexes were shown to be the most active against various species. The brine shrimp bioassay was also carried out to study their in vitro cytotoxic properties of all the synthesized ligands and their metal complexes. Only two compounds (14 and 19) displayed potent cytotoxic activity as LD50 = 5.5637 x 10(-4) and 4.4023 x 10(-4) m ml(-1) respectively, against Artemia salina. Copyright (c) 2007 John Wiley & Sons, Ltd.
引用
收藏
页码:728 / 738
页数:11
相关论文
共 29 条
[1]   In-vitro antibacterial, antifungal and cytotoxic properties of metal-based furanyl derived sulfonamides [J].
Chohan, Zahid H. ;
Shaikh, Ali U. ;
Naseer, Muhammad M. ;
Supuran, Claudiu T. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2006, 21 (06) :771-781
[2]   Metal-based new sulfonamides: Design, synthesis, antibacterial, antifungal, and cytotoxic properties [J].
Chohan, Zahid H. ;
Shad, Hazoor A. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (03) :403-412
[3]   Metal-based isatin-bearing sulfonamides: their synthesis, characterization and biological properties [J].
Chohan, Zahid H. ;
Shaikh, Ali U. ;
Naseer, Muhammad M. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2006, 20 (11) :729-739
[4]   Metal-based sulfonamides:: Their preparation, characterization and in-vitro antibacterial, antifungal cytotoxic properties.: X-ray structure of 4-[(2-hydroxybenzylidene) amino] benzenesulfonamide [J].
Chohan, Zahid H. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2008, 23 (01) :120-130
[5]   Metal-based antibacterial and antifungal amino acid derived Schiff bases:: their synthesis, characterization and in vitro biological activity [J].
Chohan, Zahid H. ;
Arif, M. ;
Sarfraz, M. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2007, 21 (04) :294-302
[6]   Metal-based carboxamide-derived compounds endowed with antibacterial and antifungal activity [J].
Hanif, Muhammad ;
Chohan, Zahid H. ;
Winum, Jean-Yves ;
Akhtar, Javeed .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2014, 29 (04) :517-526
[7]   Organometallic based biologically active compounds: Synthesis of mono- and di-ethanolamine derived ferrocenes with antibacterial, antifungal and cytotoxic properties [J].
Chohan, Zahid H. ;
Naseer, Muhammad M. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2007, 21 (12) :1005-1012
[8]   In-vitro antibacterial, antifungal and cytotoxic properties of sulfonamide-derived Schiff's bases and their metal complexes [J].
Chohan, ZH ;
Ul-Hassan, M ;
Khan, KM ;
Supuran, CT .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2005, 20 (02) :183-188
[9]   Synthesis of organometallic-based biologically active compounds: In vitro antibacterial, antifungal and cytotoxic properties of some sulfonamide incorporated ferrocences [J].
Chohan, Zahid H. .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2009, 24 (01) :169-175
[10]   Metal-Based Biologically Active Compounds: Synthesis, Characterization, DNA Interaction, Antibacterial, Cytotoxic and SOD Mimic Activities [J].
Mohan N. Patel ;
Chintan R. Patel ;
Hardik N. Joshi .
Applied Biochemistry and Biotechnology, 2013, 169 :1329-1345