Metronidazole hydrazone conjugates: Design, synthesis, antiamoebic and molecular docking studies

[Display omitted] 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 sho...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2015-09, Vol.25 (17), p.3545-3549
Hauptverfasser: Ansari, Mohammad Fawad, Siddiqui, Shadab Miyan, Agarwal, Subhash M., Vikramdeo, Kunwar Somesh, Mondal, Neelima, Azam, Amir
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container_end_page 3549
container_issue 17
container_start_page 3545
container_title Bioorganic & medicinal chemistry letters
container_volume 25
creator Ansari, Mohammad Fawad
Siddiqui, Shadab Miyan
Agarwal, Subhash M.
Vikramdeo, Kunwar Somesh
Mondal, Neelima
Azam, Amir
description [Display omitted] 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 72h 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.
doi_str_mv 10.1016/j.bmcl.2015.06.091
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subjects Amebicides - chemistry
Amebicides - pharmacology
Amoebiasis
Drug Design
Entamoeba histolytica
Entamoeba histolytica - drug effects
Entamoeba histolytica - enzymology
Entamoebiasis - drug therapy
Entamoebiasis - parasitology
HeLa Cells
Humans
Hydrazones - chemistry
Hydrazones - pharmacology
Metronidazole
Metronidazole - analogs & derivatives
Metronidazole - pharmacology
Molecular Docking Simulation
MTT-assay
Thioredoxin reductase
Thioredoxin-Disulfide Reductase - metabolism
title Metronidazole hydrazone conjugates: Design, synthesis, antiamoebic and molecular docking studies
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