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Synthesis, characterization, and antimicrobial activity of some new coumarin derivatives

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Abstract

A number of new [(4-methyl-2-oxo-2H-chromen-7-yl)amino]methylcoumarins (5a–c), benzofuran (6), and benzoxazol (7) were synthesized through the reaction of 7-amino-4-methylcoumarin (1) with a number of organic halides. In addition, series of N-substituted 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetohydrazide (11a–h) and (12a–d) were prepared from the reaction of 2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]acetohydrazide (8) with corresponding heteroaryl/alkyl halides (2–4, 9, and 10). The synthesized compounds were characterized by elemental analysis and by spectroscopic techniques such as 1H-NMR, 13C-NMR, and mass spectrometry and were tested for their in vitro antimicrobial activity. The newly synthesized compounds exerted significant inhibitory activity against the growth of tested bacterial strains and a few of them are found to be potent antimicrobial agents.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, The Hashemite University, Zarqa, 13115, Jordan

    Asma’a A. Al-Rifai, Mikdad T. Ayoub & Kayed A. Abu Safieh

  2. Faculty of Pharmacy and Medical Sciences, Al-Ahliyya Amman University, Amman, Jordan

    Ashok K. Shakya

  3. Department of Chemistry, The University of Jordan, Amman, 11942, Jordan

    Mohammad S. Mubarak

Authors
  1. Asma’a A. Al-Rifai
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  2. Mikdad T. Ayoub
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  3. Ashok K. Shakya
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  4. Kayed A. Abu Safieh
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  5. Mohammad S. Mubarak
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Correspondence to Mohammad S. Mubarak.

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Al-Rifai, A.A., Ayoub, M.T., Shakya, A.K. et al. Synthesis, characterization, and antimicrobial activity of some new coumarin derivatives. Med Chem Res 21, 468–476 (2012). https://doi.org/10.1007/s00044-011-9553-0

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  • DOI: https://doi.org/10.1007/s00044-011-9553-0

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