title: Quinolidene based monocarbonyl curcumin analogues as promising antimycobacterial agents: Synthesis and molecular docking study.
abstract: A series of quinoline incorporated monocarbonyl curcumin analogues was efficiently synthesized using [HDBU][HSO4] as catalyst via Knoevenagel type condensation and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG in dormant state. The analogues 3e, 3h, 4a and 4e exhibited very good antitubercular activity. The antiproliferative activity of the analogues against MCF-7, A549 and HCT-116 cell lines was evaluated using modified MTT assay and these compounds were found to be non-cytotoxic. Molecular docking study has been carried out against M. tuberculosis pantothenate synthetase (MTB PS) enzyme in an effort to enhance the understanding of their action as antitubercular agents. The potency, low cytotoxicity and selectivity of these analogues support them as valid leads for further optimization.
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India.
authors.forename: Dnyaneshwar D
authors.initials: DD
authors.lastname: Subhedar
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India.
authors.forename: Mubarak H
authors.initials: MH
authors.lastname: Shaikh
authors.affiliation: Combichem Bioresource Centre, National Chemical Laboratory, Pune 411 008, India.
authors.forename: Laxman
authors.initials: L
authors.lastname: Nawale
authors.affiliation: Combichem Bioresource Centre, National Chemical Laboratory, Pune 411 008, India.
authors.forename: Dhiman
authors.initials: D
authors.lastname: Sarkar
authors.affiliation: Combichem Bioresource Centre, National Chemical Laboratory, Pune 411 008, India.
authors.forename: Vijay M
authors.initials: VM
authors.lastname: Khedkar
authors.affiliation: Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India. Electronic address: bapushingate@gmail.com.
authors.forename: Bapurao B
authors.initials: BB
authors.lastname: Shingate
mesh_terms: D000995:Antitubercular Agents / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D003474:Curcumin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D062105:Molecular Docking Simulation; D009163:Mycobacterium bovis / Q000187:drug effects; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011804:Quinolines / Q000737:chemistry*
chemical_list: D000995:Antitubercular Agents; D011804:Quinolines; D003474:Curcumin
keywords: Antitubercular activity; Cytotoxicity; Green protocol; Knoevenagel condensation; Molecular docking