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Synthesis, chemical properties, and antimicrobial activity of 2- and 2,3-substituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones

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Abstract

Mono- and disubstituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones were synthesized by the reaction of dihydro-1-(3-hydroxy- and 4-hydroxyphenyl)pyrimidine-2,4(1H,3H)-diones and their 5- and 6-methyl derivatives with 2,3-dichloro-1,4-naphthoquinone. Their stability in alkaline and acidic media was investigated. Four of the compounds exhibited good antimicrobial activity against Staphylococcus aureus, Mycobacterium luteum, Candida tenuis, and Aspergillus niger.

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Acknowledgments

The financial support from the Lithuanian Science and Studies Foundation (project no. V-17/2009) and Research Council of Lithuania (project no. 53/2010) is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Organic Chemistry, Kaunas University of Technology, Radvilėnų pl. 19, 50254, Kaunas, Lithuania

    Aušra Voskienė, Birutė Sapijanskaitė & Vytautas Mickevičius

  2. Department of General Chemistry, Kaunas University of Technology, Radvilėnų pl. 19, 50254, Kaunas, Lithuania

    Kristina Kantminienė

  3. Department of Technology of Biologically Active Substances, Pharmacy and Biotechnology, Institute of Chemistry and Chemical Technology, National University “Lviv Politechnic”, Bandera str. 12, Lviv, 79013, Ukraine

    Maryna Stasevych, Olena Komarovska-Porokhnyavets, Rostyslav Musyanovych & Volodymyr Novikov

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  1. Aušra Voskienė
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  2. Birutė Sapijanskaitė
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  8. Volodymyr Novikov
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Correspondence to Vytautas Mickevičius.

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Voskienė, A., Sapijanskaitė, B., Mickevičius, V. et al. Synthesis, chemical properties, and antimicrobial activity of 2- and 2,3-substituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones. Monatsh Chem 142, 529–537 (2011). https://doi.org/10.1007/s00706-011-0466-x

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  • DOI: https://doi.org/10.1007/s00706-011-0466-x

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