西地诺尔取代噻唑烷衍生物的简便合成及抗菌活性评价

A facile synthesis and antimicrobial activity evaluation of sydnonyl-substituted thiazolidine derivatives.

作者信息

Shih Mei-Hsiu, Xu Yu-Yuan, Yang Yu-Sheng, Lin Guan-Ling

机构信息

Department of Chemical and Materials Engineering, Southern Taiwan University of Science and Technology, Tainan City 71005, Taiwan.

出版信息

Molecules. 2015 Apr 13;20(4):6520-32. doi: 10.3390/molecules20046520.

Some new sydnonyl-substituted thiazolidine derivatives were synthesized in high yields by the modified Knoevenagel condensation of 3-aryl-4-formylsydnones with thiazolidine-2,4-dione and 2-thioxo-thiazolidine-4-one, respectively. All the synthesized thiazolidine derivatives were screened by paper-disc method to identify their antimicrobial activities against three bacteria viz. Staphylococcus aureus, Proteus vulgaris and Escherichia coli, and two fungal cultures viz. Aspergillus niger and Penicillium citrinum. The reference drugs were Norfloxacin and Griseofulvin, respectively. The screening data indicated that the tested sydnonyl-substituted thiazolidine derivatives exhibited no obvious antibacterial activity compared with the standard drug Norfloxacin. However, thiazolidine derivatives displayed significant antifungal activities against Penicillium citrinum and Aspergillus niger. Notably, all of the tested compounds showed growth inhibitory activity 1.5-4.4 times higher than that of the standard drug Griseofulvin against the two fungi.

通过3-芳基-4-甲酰基 sydnones 分别与噻唑烷-2,4-二酮和2-硫代噻唑烷-4-酮的改进 Knoevenagel 缩合反应，以高收率合成了一些新的亚苄基取代噻唑烷衍生物。采用纸片法对所有合成的噻唑烷衍生物进行筛选，以确定它们对三种细菌，即金黄色葡萄球菌、普通变形杆菌和大肠杆菌，以及两种真菌培养物，即黑曲霉和桔青霉的抗菌活性。参考药物分别为诺氟沙星和灰黄霉素。筛选数据表明，与标准药物诺氟沙星相比，所测试的亚苄基取代噻唑烷衍生物没有明显的抗菌活性。然而，噻唑烷衍生物对桔青霉和黑曲霉显示出显著的抗真菌活性。值得注意的是，所有测试化合物对这两种真菌的生长抑制活性比标准药物灰黄霉素高1.5 - 4.4倍。