title: Novel aryl carbamate derivatives of metronidazole as potential antiamoebic agents.
abstract: A series of novel aryl carbamate derivatives of metronidazole (MNZ) were designed, synthesized, and screened for antiamoebic activity. As compared to MNZ, most of the derivatives exhibited moderate to excellent activity against the HM1:IMSS strain of Entamoeba histolytica. Compounds 7, 14, 16, 19, and 21 exhibited the most promising antiamoebic activity with IC50 values of 0.24, 0.08, 0.26, 0.26, and 0.15 μM, respectively, compared to that of MNZ (1.78 μM). Moreover, from the toxicological studies of these compounds on human melanocytes, the melan-a cell line revealed that the potent compounds are nontoxic at concentrations ranging from 2.5 to 50 μM.
authors.affiliation: College of Pharmacy, Gachon University, 191 Hambakmoe-ro, Yeonsu-gu, Incheon, 406-799, South Korea.
authors.forename: Faisal
authors.initials: F
authors.lastname: Hayat
authors.affiliation: College of Pharmacy, Gachon University, 191 Hambakmoe-ro, Yeonsu-gu, Incheon, 406-799, South Korea.
authors.forename: Hussain Mustatab
authors.initials: HM
authors.lastname: Wahedi
authors.affiliation: College of Pharmacy, Gachon University, 191 Hambakmoe-ro, Yeonsu-gu, Incheon, 406-799, South Korea.
authors.forename: Seonghyeok
authors.initials: S
authors.lastname: Park
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, 110025, India.
authors.forename: Saba
authors.initials: S
authors.lastname: Tariq
authors.affiliation: Department of Chemistry, Jamia Millia Islamia, New Delhi, 110025, India.
authors.forename: Amir
authors.initials: A
authors.lastname: Azam
authors.affiliation: College of Pharmacy, Gachon University, 191 Hambakmoe-ro, Yeonsu-gu, Incheon, 406-799, South Korea. dyshin@gachon.ac.kr.
authors.forename: Dongyun
authors.initials: D
authors.lastname: Shin
mesh_terms: D000981:Antiprotozoal Agents / Q000737:chemistry / Q000494:pharmacology*; D002219:Carbamates / Q000737:chemistry / Q000494:pharmacology*; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects / Q000502:physiology; D004305:Dose-Response Relationship, Drug; D004748:Entamoeba histolytica / Q000187:drug effects* / Q000502:physiology; D006801:Humans; D008544:Melanocytes / Q000187:drug effects / Q000502:physiology; D008795:Metronidazole / Q000031:analogs & derivatives* / Q000494:pharmacology*
chemical_list: D000981:Antiprotozoal Agents; D002219:Carbamates; D008795:Metronidazole
keywords: Antiamoebic; Aryl carbamate; Entamoeba histolytica; Metronidazole; Structure-activity relationship