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 |
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| container_issue | 17 |
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| 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 |
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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 |
| format | Article |
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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.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2015.06.091</identifier><identifier>PMID: 26174554</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>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</subject><ispartof>Bioorganic & medicinal chemistry letters, 2015-09, Vol.25 (17), p.3545-3549</ispartof><rights>2015 Elsevier Ltd</rights><rights>Copyright © 2015 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c426t-d93ac8ca2cfe901ed58c817bebac062252181fd491287fea8b95164f7ff46ad23</citedby><cites>FETCH-LOGICAL-c426t-d93ac8ca2cfe901ed58c817bebac062252181fd491287fea8b95164f7ff46ad23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2015.06.091$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>315,782,786,3552,27931,27932,46002</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26174554$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ansari, Mohammad Fawad</creatorcontrib><creatorcontrib>Siddiqui, Shadab Miyan</creatorcontrib><creatorcontrib>Agarwal, Subhash M.</creatorcontrib><creatorcontrib>Vikramdeo, Kunwar Somesh</creatorcontrib><creatorcontrib>Mondal, Neelima</creatorcontrib><creatorcontrib>Azam, Amir</creatorcontrib><title>Metronidazole hydrazone conjugates: Design, synthesis, antiamoebic and molecular docking studies</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><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. 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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.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>26174554</pmid><doi>10.1016/j.bmcl.2015.06.091</doi><tpages>5</tpages></addata></record> |
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| ispartof | Bioorganic & medicinal chemistry letters, 2015-09, Vol.25 (17), p.3545-3549 |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| 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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