N-(苯并噻唑-2-酰基)苯磺酰胺及其Cu(I)、Ni(II)、Mn(II)、Co(II)和Zn(II)配合物的合成、表征和抗菌筛选

N. Obasi, O. Benedict, P. Ukoha, A. Anaga
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引用次数: 3

摘要

以2-氨基苯并噻唑-2-酰基苯磺酰氯为原料,在140℃丙酮中缩合(回流)合成N-(苯并噻唑-2-酰基)苯磺酰胺(BS2ABT)。所得粗相由二甲基甲酰胺(DMF)再结晶。合成了铜(I)、镍(II)、锰(II)、钴(II)和锌(II)五种金属配合物。利用磁化率、紫外/可见分光光度、红外光谱、质子和13C核磁共振光谱对化合物进行了表征。采用琼脂孔扩散法对临床条件下分离的多重耐药菌株和培养菌株进行了配体及其金属配合物的抗菌试验。多重耐药菌株分别为大肠杆菌、变形杆菌、气红假单胞菌和金黄色葡萄球菌。培养菌种为铜绿假单胞菌(ATCC 27853)、大肠杆菌(ATCC 25922)、金黄色葡萄球菌(ATCC 25923),真菌为克氏念珠菌(ATCC 6258)和白色念珠菌(ATCC 90028)。试验包括体内和体外试验。测定了抑菌圈直径(IZD)、最小抑菌浓度(MIC)、致死浓度(LC50)和有效浓度(EC50)。并与环丙沙星、甲氧苄啶-磺胺甲恶唑和氟康唑的抑菌活性进行比较。所有化合物对所使用的培养型细菌和真菌表现出不同的活性。除氟康唑对克鲁氏念珠菌(ATCC 6258)无活性外,其余化合物的活性均低于标准药物。致死浓度(LC50)为26.25±4.9 ~ 1833.88±186.92 ppm。这些都在允许的浓度范围内。
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Syntheses, Characterization, and Antimicrobial Screening of N-(benzothiazol-2-yl)benzenesulphonamide and its Cu(I), Ni(II), Mn(II), Co(II), and Zn(II) Complexes
N-(benzothiazol-2-yl)benzenesulphonamide (BS2ABT) was synthesized by the condensation (by refluxing) of 2-aminobenzothiazole and benzenesulphonylchloride in acetone at 140oC. The resulting crude precipitates were recrystallized from dimethylformamide (DMF). Five metal complexes of copper(I), nickel(II), manganese(II), cobalt(II) and zinc(II) of the ligands were synthesized. The compounds were characterized using magnetic susceptibility measurements, UV/VIS spectrophotometry, infra red, proton and 13C nmr spectroscopies. The antimicrobial tests of the ligands and its metal complexes were carried out on both multi-resistant bacterial strains isolated under clinical conditions and cultured species using agar-well diffusion method. The multi-resistant bacterial strains used were Escherichia coli, Proteus species, Pseudomonas aeroginosa and Staphylococcus aureus which were isolated from dogs. The culture species were Pseudomonas aeruginosa (ATCC 27853), Escherichia Coli (ATCC 25922) Staphylococcus aureus (ATCC 25923), and the fungi, Candida krusei (ATCC 6258) and Candida albicans (ATCC 90028). The tests were both in vitro and in vivo. Thus the Inhibition Zone Diameter (IZD), the Minimum Inhibitory Concentration (MIC), and the Lethal and Effective Concentrations (LC50 and EC50) were determined. The antimicrobial activities of the compounds were compared with those of Ciprofloxacin and trimethoprim-sulphamethoxazole as antibacterial agents and Fluconazole as an antifungal drug. All the compounds showed varying activities against the cultured typed bacteria and fungi used. However, they were less active than the standard drugs used except Fluconazole which did not show any activity against Candida krusei (ATCC 6258) but most of the compounds synthesized were very active against it. The Lethal Concentration (LC50) ranged from 26.25±4.9-1833.88±186.92 ppm. These are within the permissible concentrations.
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E-journal of Chemistry
E-journal of Chemistry CHEMISTRY, MULTIDISCIPLINARY-
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