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鉴定具有强效抑菌和抗真菌活性的药效团作用部位:吲哚基磺酰胺衍生物。

Identification of antibacterial and antifungal pharmacophore sites for potent bacteria and fungi inhibition: indolenyl sulfonamide derivatives.

机构信息

Department of Chemistry, Bahauddin Zakariya University, Multan 60800, Pakistan.

出版信息

Eur J Med Chem. 2010 Mar;45(3):1189-99. doi: 10.1016/j.ejmech.2009.11.029. Epub 2009 Nov 20.

Abstract

Synthesis of seven new indolenyl sulfonamides, have been prepared by the condensation reaction of indole-3-carboxaldehyde with different sulfonamides such as, sulphanilamide, sulfaguanidine, sulfathiazole, sulfamethoxazole, sulfisoxazole, sulfadiazine and sulfamethazine. These synthesized compounds have been used as potential ligands for complexation with some selective divalent transition metal ions (cobalt, copper, nickel & zinc). Structure of the synthesized ligands has been deduced from their physical, analytical (elemental analyses) and spectral (IR, (1)H NMR and (13)C NMR & UV-vis) data. All the compounds have also been assayed for their in vitro antibacterial and antifungal activities examining six species of pathogenic bacteria (Escherichia coli, Shigella flexneri, Pseudomonas aeruginosa, Salmonella typhi, Staphylococcus aureus and Bacillus subtilis) and six of fungi (Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium soloni and Candida glabrata). Antibacterial and antifungal results showed that all the compounds showed significant antibacterial activity whereas most of the compounds displayed good antifungal activity. Brine shrimp bioassay was also carried out for in vitro cytotoxic properties against Artemia salina.

摘要

合成了七种新的吲哚基磺酰胺,通过吲哚-3-甲醛与不同的磺酰胺如磺胺、磺胺胍、磺胺噻唑、磺胺甲恶唑、磺胺异恶唑、磺胺嘧啶和磺胺甲嗪的缩合反应制备。这些合成的化合物被用作与一些选择性的二价过渡金属离子(钴、铜、镍和锌)络合的潜在配体。从它们的物理、分析(元素分析)和光谱(IR、(1)H NMR 和(13)C NMR 和 UV-vis)数据推断出合成配体的结构。所有化合物还进行了体外抗菌和抗真菌活性检测,共检测了六种病原菌(大肠杆菌、福氏痢疾杆菌、铜绿假单胞菌、伤寒沙门氏菌、金黄色葡萄球菌和枯草芽孢杆菌)和六种真菌(长须毛癣菌、白色念珠菌、黄曲霉、犬小孢子菌、茄病镰刀菌和光滑念珠菌)。抗菌和抗真菌结果表明,所有化合物均表现出显著的抗菌活性,而大多数化合物表现出良好的抗真菌活性。还进行了卤虫生物测定,以评估对卤虫的体外细胞毒性。

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