Department of Organic Chemistry, Guindy Campus, University of Madras, Chennai 600025, India.
Eur J Med Chem. 2011 Jun;46(6):2075-82. doi: 10.1016/j.ejmech.2011.02.060. Epub 2011 Mar 9.
Synthesis of a series of novel pyrroloquinolinone and pyrroloquinoline derivatives has been accomplished by intramolecular domino Knoevenagel hetero Diels-Alder reaction and intramolecular imino Diels-Alder reaction. These compounds were evaluated for their antibacterial activity against bacterial pathogens using disc diffusion and broth dilution methods. The efficacy of binding of these compounds to gyrase, an enzyme known to play a key role in bacterial replication is examined by studying its supercoiling and relaxation and also its gene expression using PCR method. The results indicated that most of the synthesised compounds exhibited good antibacterial activity against the microorganisms with MIC values of 5mM and could inhibit gyrase effectively leading to cell death.
通过分子内多诺万-肯尼格尔杂环狄尔斯-阿尔德反应和分子内亚胺 Diels-Alder 反应,成功合成了一系列新型吡咯并喹啉酮和吡咯并喹啉衍生物。采用圆盘扩散法和肉汤稀释法,评估了这些化合物对细菌病原体的抗菌活性。通过研究超螺旋和松弛以及 PCR 方法研究其基因表达,研究了这些化合物与拓扑异构酶(一种已知在细菌复制中起关键作用的酶)的结合效果。结果表明,大多数合成的化合物对微生物具有良好的抗菌活性,MIC 值为 5mM,能有效抑制拓扑异构酶,导致细胞死亡。