Department of Chemistry, Aligarh Muslim University, Aligarh 202 002, India.
Eur J Med Chem. 2010 Mar;45(3):1094-7. doi: 10.1016/j.ejmech.2009.12.004. Epub 2009 Dec 23.
Herein, we report a convenient one-pot synthesis of 2'-amino-5alpha-cholest-6-eno [6,5-d] oxazole derivatives (4-6). The synthesis involves the reaction of cholestan-6-ones (1-3) with urea and iodine. The structural assignment of the products was confirmed on the basis of IR, (1)H NMR, (13)C NMR, and Mass spectra which find support from comparison with authentic samples. The antibacterial activity of all the synthesized compounds was tested in vitro by the disk diffusion assay against three Gram-positive and three Gram-negative strains of bacteria. All the synthesized compounds were also tested for their inhibitory action against five strains of fungus and then the minimum inhibitory concentration (MIC) of all the synthesized compounds were determined. Compounds (4-6) showed inhibitory action against both types of the bacteria (Gram-positive and Gram-negative) and five strains of fungi are good antimicrobial agents. Chloramphenicol (30 microg) was used as standard drug in case of bacteria and nystatin was used as a standard drug in case of fungi.
在此，我们报告了一种方便的一锅法合成 2'-氨基-5alpha-胆甾-6-烯[6,5-d]恶唑衍生物（4-6）的方法。该合成涉及胆甾烷-6-酮（1-3）与尿素和碘的反应。产物的结构确证基于 IR、（1）H NMR、（13）C NMR 和质谱，这些结果与标准样品的比较得到了支持。所有合成化合物的抗菌活性均通过圆盘扩散法在体外对三种革兰氏阳性和三种革兰氏阴性细菌菌株进行了测试。所有合成的化合物也都进行了对五种真菌菌株的抑制作用测试，然后确定了所有合成化合物的最小抑制浓度（MIC）。化合物（4-6）对革兰氏阳性和革兰氏阴性两种类型的细菌以及五种真菌菌株均具有抑制作用，是良好的抗菌剂。氯霉素（30 微克）用作细菌的标准药物，制霉菌素用作真菌的标准药物。
