title: Synthesis, characterization, theoretical, anti-bacterial and molecular docking studies of quinoline based chalcones as a DNA gyrase inhibitor.
abstract: A series of fourteen (A1-A14) new qunioline based chalcones were synthesized by condensing 2,7-dichloro-8-methyl-3-formyl quinoline with acetophenone and acetylthiophenes, and subsequently characterized by IR, NMR and Mass spectroscopy. All the compounds were screened for antibacterial activities and found potentially active antibacterial agents. Bioassay, theoretical and dockings studies with DNA gyrase (the enzyme required for super coiling of DNA of bacteria) results showed that the type and positions of the substituents seemed to be critical for their antibacterial activities. The bromo and chloro substituted chalcone displayed high anti-bacterial activity. The A4 and A6 showed high interaction with DNA gyrase, contributing high free binding energy (ΔG -8.18 and -8.88 kcal).
authors.affiliation: Institute of Chemistry, University of the Punjab, Lahore, Pakistan. Electronic address: imranchemist.ali@gmail.com.
authors.forename: Muhammad Imran
authors.initials: MI
authors.lastname: Abdullah
authors.affiliation: Department of Chemistry, University of Sargodha, Sargodha, Pakistan.
authors.forename: Asif
authors.initials: A
authors.lastname: Mahmood
authors.affiliation: Department of Chemistry, Quaid-e-Azam University, Islamabad, Pakistan.
authors.forename: Murtaza
authors.initials: M
authors.lastname: Madni
authors.affiliation: Sheikh Zayed Medical College & Hospital, Rahim Yar Khan, Pakistan.
authors.forename: Sara
authors.initials: S
authors.lastname: Masood
authors.affiliation: Institute of Chemistry, University of the Punjab, Lahore, Pakistan.
authors.forename: Muhammad
authors.initials: M
authors.lastname: Kashif
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001412:Bacillus subtilis / Q000187:drug effects; D047188:Chalcones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D027081:DNA Gyrase / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D004305:Dose-Response Relationship, Drug; D021902:Enterobacter aerogenes / Q000187:drug effects; D004926:Escherichia coli / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D011804:Quinolines / Q000737:chemistry*; D012486:Salmonella typhimurium / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects / Q000201:enzymology*; D013297:Streptococcus pyogenes / Q000187:drug effects; D013329:Structure-Activity Relationship; D059005:Topoisomerase II Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D047188:Chalcones; D011804:Quinolines; D059005:Topoisomerase II Inhibitors; C037219:quinoline; D027081:DNA Gyrase
keywords: Acetophenone; Anti-bacterial; Chalcone; DNA gyrase; Quinoline; Theoretical