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Novel aryl carbamate derivatives of metronidazole as potential antiamoebic agents

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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.

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Acknowledgments

This research work was supported by the Pioneer Research Center Program through the NRF funded by the Ministry of Science, ICT &Future Planning (2014M3C1A3001556), and the Korea HealthTechnology R&D Project through the Korea Health Industry Development Institute (KHIDI), funded by the Ministry of Health & Welfare (grant no. HI14C1135) and Department of Chemistry, Jamia Millia Islamia (A Central University), New Delhi, India.

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Authors and Affiliations

  1. College of Pharmacy, Gachon University, 191 Hambakmoe-ro, Yeonsu-gu, Incheon, 406-799, South Korea

    Faisal Hayat, Hussain Mustatab Wahedi, Seonghyeok Park & Dongyun Shin

  2. Department of Chemistry, Jamia Millia Islamia, New Delhi, 110025, India

    Saba Tariq & Amir Azam

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  1. Faisal Hayat
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  2. Hussain Mustatab Wahedi
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  3. Seonghyeok Park
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  4. Saba Tariq
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  5. Amir Azam
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  6. Dongyun Shin
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Correspondence to Dongyun Shin.

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Hayat, F., Wahedi, H.M., Park, S. et al. Novel aryl carbamate derivatives of metronidazole as potential antiamoebic agents. Arch. Pharm. Res. 39, 33–42 (2016). https://doi.org/10.1007/s12272-015-0686-4

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  • DOI: https://doi.org/10.1007/s12272-015-0686-4

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