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    Nucleophilic substitution reactions of 1,4-naphthoquinone and biologic properties of novel S-, S,S-, N-, and N,S-substituted 1,4-naphthoquinone derivatives
    (Springer Birkhauser, 2014) Ibis, Cemil; Tuyun, Amac Fatih; Bahar, Hakan; Ayla, Sibel Sahinler; Stasevych, Maryna V.; Musyanovych, Rostyslav Ya.; Komarovska-Porokhnyavets, Olena
    A novel series of S-, S,S-, N- and N,S-substituted 1,4-naphthoquinone derivatives were synthesized and evaluated for their antibacterial and antifungal activity. Among the synthesized compounds especially 10a and 11b have been discovered as an antibacterial or antifungal agents, and 15f is the most effective compound against M. luteum as potent antifungal. The structures of the novel products were characterized by micro analysis, UV/Vis, H-1 NMR, C-13 NMR, and MS. The electrochemical properties of some of the novel 1,4-naphthoquinone derivatives were also investigated by cyclic voltammetry.
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    Synthesis and biological evaluation of novel nitrogen- and sulfur-containing hetero-1,4-naphthoquinones as potent antifungal and antibacterial agents
    (Elsevier France-Editions Scientifiques Medicales Elsevier, 2011) Ibis, Cemil; Tuyun, Amac Fatih; Ozsoy-Gunes, Zeliha; Bahar, Hakan; Stasevych, Maryna V.; Musyanovych, Rostyslav Ya.; Komarovska-Porokhnyavets, Olena
    1,4-Naphthoquinones are unique reagents in organic synthesis and have been employed in several well known and recently developed areas of application. Furthermore, these 1,4-naphthoquinones have demonstrated high reactivity in nucleophilic vinylic substitutions, in the preparation of sulfurated, (hetero)cyclic and several other transformations. This study describes the synthesis and biological evaluation of derivatives of monosulfurated naphthalene-1,4-dione (3), 3-chloro-2-ethoxy-naphthalene-1,4-dione (4), disulfurated naphthalene-1,4-dione (5), and symmetrical bis-1,4-naphthoquinones (7, 9) were obtained from the reaction of 2,3-dichloro-naphthaquinone (1) with S-, O-substituted mono-, di-, and tetrathiols, respectively. The structures of the novel products were characterized by spectroscopic methods. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.
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    Synthesis of novel 1,4-naphthoquinone derivatives: antibacterial and antifungal agents
    (Springer Birkhauser, 2013) Ibis, Cemil; Tuyun, Amac Fatih; Bahar, Hakan; Ayla, Sibel Sahinler; Stasevych, Maryna V.; Musyanovych, Rostyslav Ya.; Komarovska-Porokhnyavets, Olena
    A novel series of substituted 1,4-naphthoquinone derivatives was synthesized and evaluated for antibacterial and antifungal activity. The structures of the novel products were characterized by spectroscopic methods. Among the tested compounds, 3a and 9 are the most effective compounds against M. luteum as potent antibacterial and C. tenuis and A. niger as potent antifungal. These two compounds are promising as biologically active compounds.