title: Metronidazole hydrazone conjugates: Design, synthesis, antiamoebic and molecular docking studies.
abstract: Metronidazole hydrazone conjugates (2-13) were synthesized and screened in vitro for antiamoebic activity against HM1: IMSS strain of Entamoeba histolytica. Six compounds were found to be better inhibitors of E. histolytica than the reference drug metronidazole. These compounds showed greater than 50-60% viability against HeLa cervical cancer cell line after 72 h treatment. Also, molecular docking study was undertaken on E. histolytica thioredoxin reductase (EhTHRase) protein which showed significant binding affinity in the active site. Out of the six actives, some of the compounds showed lipophilic characteristics.
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 110025, India.
authors.forename: Mohammad Fawad
authors.initials: MF
authors.lastname: Ansari
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 110025, India.
authors.forename: Shadab Miyan
authors.initials: SM
authors.lastname: Siddiqui
authors.affiliation: Bioinformatics Division, Institute of Cytology and Preventive Oncology (ICPO), I-7, Sector-39, Noida 201301, Uttar Pradesh, India.
authors.forename: Subhash M
authors.initials: SM
authors.lastname: Agarwal
authors.affiliation: School of Life Sciences, Jawaharlal Nehru University, New Delhi 110062, India.
authors.forename: Kunwar Somesh
authors.initials: KS
authors.lastname: Vikramdeo
authors.affiliation: School of Life Sciences, Jawaharlal Nehru University, New Delhi 110062, India.
authors.forename: Neelima
authors.initials: N
authors.lastname: Mondal
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, Jamia Nagar, New Delhi 110025, India. Electronic address: amir_sumbul@yahoo.co.in.
authors.forename: Amir
authors.initials: A
authors.lastname: Azam
mesh_terms: D000563:Amebicides / Q000737:chemistry* / Q000494:pharmacology*; D015195:Drug Design; D004748:Entamoeba histolytica / Q000187:drug effects* / Q000201:enzymology; D004749:Entamoebiasis / Q000188:drug therapy / Q000469:parasitology; D006367:HeLa Cells; D006801:Humans; D006835:Hydrazones / Q000737:chemistry* / Q000494:pharmacology*; D008795:Metronidazole / Q000031:analogs & derivatives* / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D013880:Thioredoxin-Disulfide Reductase / Q000378:metabolism
chemical_list: D000563:Amebicides; D006835:Hydrazones; D008795:Metronidazole; D013880:Thioredoxin-Disulfide Reductase
keywords: Amoebiasis; Entamoeba histolytica; MTT-assay; Metronidazole; Thioredoxin reductase