Department of Pharmaceutical Chemistry, K L E University's College of Pharmacy, Vidyanagar, Hubli, Karnataka, India.
Arch Pharm (Weinheim). 2010 Jun;343(6):353-9. doi: 10.1002/ardp.200900260.
Benzothiazole and imidazole compounds are extensively studied heterocyclics due to their wide spectrum of bioactivities. Among them, the imidazo(2,1-b)-benzothiazole derivatives are pharmacologically important because of their immunostimulant, anti-inflammatory, antifungal, antimicrobial, antitumor, and other activities. In the present research work, a novel series of 2,3-diaryl-substituted imidazo(2,1-b)-benzothiazoles 13a-o have been synthesized by reaction of substituted 2-aminobenzothiazoles 1-8 and an appropriately substituted alpha-bromo-1-(4''-substituted)-phenyl-2-(4'-substituted)-phenyl-1-ethanones 9-12 in the presence of anhydrous acetonitrile. They were characterized by physicochemical, elemental, and spectral (IR, (1)H-NMR, and Mass) data. All the synthesized compounds were screened for their in-vitro antibacterial activity against Gram-positive, Gram-negative bacteria. The investigation of antibacterial screening data revealed that most of the compounds tested have demonstrated congruent activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa as compared with the standard ampicillin. Among the series, compounds 13d, 13h, and 13m exhibited excellent an antibacterial activity profile as compared with the standard. In summary, preliminary results indicate that some of the newly synthesized title compounds exhibited promising antibacterial activities and they warrant more consideration as prospective antimicrobials.
苯并噻唑和咪唑化合物因其广泛的生物活性而被广泛研究。其中,咪唑并[2,1-b]苯并噻唑衍生物因其具有免疫刺激、抗炎、抗真菌、抗菌、抗肿瘤等活性而具有重要的药理学意义。在本研究工作中,通过取代的 2-氨基苯并噻唑 1-8 和适当取代的α-溴-1-(4''-取代)-苯基-2-(4'-取代)-苯基-1-乙酮 9-12 在无水乙腈中的反应,合成了一系列新型 2,3-二芳基取代的咪唑并[2,1-b]苯并噻唑 13a-o。它们的结构通过物理化学、元素分析和光谱(IR、(1)H-NMR 和 Mass)数据进行了表征。所有合成的化合物都进行了体外抗菌活性筛选,包括革兰氏阳性菌和革兰氏阴性菌。抗菌筛选数据的研究表明,与标准氨苄西林相比,大多数测试的化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌和铜绿假单胞菌均表现出一致的活性。在该系列中,化合物 13d、13h 和 13m 的抗菌活性优于标准品。总之,初步结果表明,一些新合成的标题化合物表现出有希望的抗菌活性,值得进一步研究作为潜在的抗菌剂。