title: Synthesis and antibacterial property of pyrrolopyrano quinolinones and pyrroloquinolines.
abstract: 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.
authors: Department of Organic Chemistry, Guindy Campus, University of Madras, Chennai 600025, India.
authors: Mathesan
authors: M
authors: Jayagobi
authors: Ragavachary
authors: R
authors: Raghunathan
authors: Shilpakala
authors: S
authors: Sainath
authors: Malathi
authors: M
authors: Raghunathan
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects* / Q000201:enzymology; D018360:Crystallography, X-Ray; D027081:DNA Gyrase / Q000235:genetics / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012333:RNA, Messenger / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D020133:Reverse Transcriptase Polymerase Chain Reaction; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D059005:Topoisomerase II Inhibitors
chemical_list: D000900:Anti-Bacterial Agents; D004791:Enzyme Inhibitors; D015363:Quinolones; D012333:RNA, Messenger; D059005:Topoisomerase II Inhibitors; D027081:DNA Gyrase