Department of Chemistry, National Institute of Technology, Kurukshetra-136119, India.
Curr Top Med Chem. 2013 Aug;13(16):2062-75. doi: 10.2174/15680266113139990132.
A series of novel derivatives of 1,3-oxazolidin-2-one 12a-12n has been synthesized starting from 4-nitro-(L)- phenylalanine by involving five-step reaction sequence. All the compounds were screened for their in vitro antibacterial activity against four pathogenic bacterial strains namely, Staphylococcus aureus, Bacillus subtilis (Gram-positive), Escherichia coli, Pseudomonas aeruginosa (Gram-negative) and in vitro antifungal activity against two pathogenic fungal strains namely, Candida albicans and Saccharomyces cerevisiae. All the synthesized compounds showed activity against Gram-positive bacteria. Compounds 12c and 12l exhibited maximum antibacterial activity against Gram-positive bacteria. However, against Gram-negative bacteria only five of screened compounds were found to be active. Compounds 12c and 12i displayed best antifungal activity against the tested fungi. Docking studies were carried out in order to gain insight into the mechanism of action and the binding mode of these compounds. These studies were in agreement with the biological data.
以 4-硝基-L-苯丙氨酸为起始原料，通过五步反应序列，合成了一系列新型 1,3-恶唑烷-2-酮 12a-12n 的衍生物。所有化合物均进行了体外抗菌活性筛选，以评估其对四种致病菌（金黄色葡萄球菌、枯草芽孢杆菌（革兰氏阳性）、大肠杆菌、铜绿假单胞菌（革兰氏阴性））的抑制作用，以及对两种致病性真菌（白色念珠菌和酿酒酵母）的体外抗真菌活性。所有合成的化合物均对革兰氏阳性菌表现出活性。化合物 12c 和 12l 对革兰氏阳性菌表现出最大的抗菌活性。然而，在革兰氏阴性菌中，只有五种筛选出的化合物具有活性。化合物 12c 和 12i 对测试真菌表现出最佳的抗真菌活性。为了深入了解这些化合物的作用机制和结合模式，进行了对接研究。这些研究与生物学数据一致。
