吡啶衍生的硫代缩氨基脲及其锡(IV)配合物对念珠菌属的抗真菌活性
Pyridine-derived thiosemicarbazones and their tin(IV) complexes with antifungal activity against Candida spp.
机构信息
Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, 31270-901 Belo Horizonte, MG, Brazil.
出版信息
Eur J Med Chem. 2011 May;46(5):1473-82. doi: 10.1016/j.ejmech.2011.01.041. Epub 2011 Feb 25.
[(n-Bu)Sn(2Ac4oClPh)Cl2] (1), [(n-Bu)Sn(2Ac4oFPh)Cl2] (2), [(n-Bu)Sn(2Ac4oNO2Ph)Cl2] (3), [(n-Bu)Sn(2Bz4oClPh)Cl2] (4), [(n-Bu)Sn(2Bz4oFPh)Cl2] (5) and [(n-Bu)Sn(2Bz4oNO2Ph)Cl2] (6) were obtained by reacting [(n-Bu)SnCl3] with 2-acetylpyridine-N4-orthochlorophenyl thiosemicarbazone (H2Ac4oClPh), 2-acetylpyridine-N4-orthofluorphenyl thiosemicarbazone (H2Ac4oFPh), 2-acetylpyridine-N4-orthonitrophenyl thiosemicarbazone (H2Ac4oNO2Ph), and with the corresponding 2-benzoylpyridine-derived thiosemicarbazones (H2Bz4oClPh, H2ABz4oFPh and H2Bz4oNO2Ph). The antifungal activity of the studied compounds was evaluated against several Candida species. Upon coordination of H2Bz4oNO2Ph to tin in complex (6) the antifungal activity increased three times against Candida albicans and Candida krusei and six times against Candida glabrata and Candida parapsilosis. The minimum inhibitory concentration (MIC) values of H2Ac4oNO2Ph and its complex (3) against C. albicans, C. parapsilosis and C. glabrata are similar to that of fluconazole. All studied compounds were more active than fluconazole against C. krusei.
[(n-Bu)Sn(2Ac4oClPh)Cl2]（1）、[(n-Bu)Sn(2Ac4oFPh)Cl2]（2）、[(n-Bu)Sn(2Ac4oNO2Ph)Cl2]（3）、[(n-Bu)Sn(2Bz4oClPh)Cl2]（4）、[(n-Bu)Sn(2Bz4oFPh)Cl2]（5）和[(n-Bu)Sn(2Bz4oNO2Ph)Cl2]（6）是通过[(n-Bu)SnCl3]与 2-乙酰基吡啶-N4-邻氯苯基缩氨硫脲（H2Ac4oClPh）、2-乙酰基吡啶-N4-邻氟苯基缩氨硫脲（H2Ac4oFPh）、2-乙酰基吡啶-N4-邻硝基苯基缩氨硫脲（H2Ac4oNO2Ph）和相应的 2-苯甲酰基吡啶衍生的缩氨硫脲（H2Bz4oClPh、H2ABz4oFPh 和 H2Bz4oNO2Ph）反应得到的。研究了这些化合物对几种念珠菌的抗真菌活性。在配合物（6）中，H2Bz4oNO2Ph 与锡配位后，对白色念珠菌、克柔念珠菌的抗真菌活性提高了三倍，对近平滑念珠菌和光滑念珠菌的抗真菌活性提高了六倍。H2Ac4oNO2Ph 及其配合物（3）对白色念珠菌、近平滑念珠菌和光滑念珠菌的最小抑菌浓度（MIC）值与氟康唑相似。所有研究的化合物对克柔念珠菌的活性均强于氟康唑。
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