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Synthesis of new 1H-1,2,4-triazolylcoumarins and their antitumor and anti-HIV activities

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A variety of 7-[(1,5-dialkyl-1H-1,2,4-triazolyl)methoxy(and methyl)]coumarins were synthesized from cycloaddition of 2-(2H-benzopyran-7-yloxy)acetonitrile and 2-(5-methoxy-4-methyl-2H-benzopyran-7-yloxy)acetonitrile, respectively, with various reactive cumulene intermediates via spontaneous rearrangements. The anticancer (breast, lung, CNS cancers) and antiviral (HIV-1, HIV-2) properties of some compounds were investigated in vitro. 5-Methoxy-4-methyl-7-[(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[1,5-a]azepin-2-yl)methyl]coumarin showed some inhibition of HIV-1.

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Author information

Authors and Affiliations

  1. Department of Chemistry, College of Science, University of Al al-Bayt, Al-Mafraq, Jordan

    Y. A. Al-Soud

  2. College of Veterinary, University of Basrah, Basrah, Iraq

    I. A. Al-Masoudi

  3. Department of Chemistry, College of Education, University of Basrah, Basrah, Iraq

    B. Saeed

  4. Fakultät für Chemie, Universität Hohenheim, Germany

    U. Beifuß

  5. Formerly Fachbereich Chemie, Universität Konstanz, Germany

    N. A. Al-Masoudi

Authors
  1. Y. A. Al-Soud
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  2. I. A. Al-Masoudi
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  3. B. Saeed
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  4. U. Beifuß
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  5. N. A. Al-Masoudi
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Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 669–678, May, 2006.

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Al-Soud, Y.A., Al-Masoudi, I.A., Saeed, B. et al. Synthesis of new 1H-1,2,4-triazolylcoumarins and their antitumor and anti-HIV activities. Chem Heterocycl Compd 42, 583–590 (2006). https://doi.org/10.1007/s10593-006-0130-2

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  • DOI: https://doi.org/10.1007/s10593-006-0130-2

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