Synthesis, structural elucidation and biological activities of organotin(IV) derivatives of 4-(2-thienyl)butyric acid

被引:5
|
作者
Shaheen, Farzana [1 ]
Sirajuddin, Muhammad [2 ]
Ali, Saqib [3 ]
Dyson, Paul Joseph [4 ]
Haider, Ali [3 ]
Tahir, Muhammad Nawaz [5 ]
Shahid, Khadija [6 ]
机构
[1] Allama Iqbal Open Univ Islamabad, Islamabad, Pakistan
[2] Univ Sci & Technol Bannu, Dept Chem, Bannu 28100, Pakistan
[3] Quaid I Azam Univ Islamabad, Dept Chem, Islamabad 45320, Pakistan
[4] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim EPFL SB ISIC LCOM, BCH 2402 Batochime, CH-1015 Lausanne, Switzerland
[5] Univ Sargodha, Dept Phys, Sargodha, Pakistan
[6] Riphah Int Univ, Riphah Inst Pharmaceut Sci, Dept Pharmaceut Chem, Islamabad, Pakistan
关键词
Organotin(IV) derivative; NMR spectroscopy; Single-crystal X-ray; Antimicrobial activity; 2-THIOPHENECARBOXYLIC ACID; ANTIBACTERIAL; THIOUREIDES; INHIBITION; COMPLEXES; NMR; DNA;
D O I
10.1007/s13738-016-0987-7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of tri- and diorganotin(IV) derivatives of 4-(2-thienyl)butyric acid have been synthesized by the reaction of ligand acid with tri- and diorganotin salts in 1:1 and 2:1 molar ratios, respectively. The synthesized compounds have been confirmed by CHNS elemental analyses, FTIR, multinuclear NMR (H-1 and C-13) spectroscopy and X-ray diffraction studies. NMR data reveal a 5-coordinate geometry for the triorganotin(IV) derivatives, while 6-coordinate for the diorganotin(IV) derivatives, respectively. The X-ray crystallographic analysis of the compound 2 showed polymeric 5-coordinate trigonal bipyramidal geometry. Antimicrobial studies were also evaluated against different strains of bacteria (Escherichia coli, Klebsiella pneumoniae, Bacillus subtilis and Staphylococcus aureus) and fungi (Mucor species, Aspergillus solani, Helminthosporium oryzae, Aspergillus flavus, Aspergillus niger) to establish the biological significance of these compounds. The synthesized compounds probably work by interfering with the ability of bacteria to form cell walls by keeping unwanted substances from entering their cells and stop the contents of their cells from leaking out due which the bacteria get die. The antifungal activity of some of the tested compound is comparable to that of the standard drug, terbinafine. From their antimicrobial results, it was concluded that they might be used as potential candidate for the generation of new antimicrobial drugs.
引用
收藏
页码:387 / 394
页数:8
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