About: Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides     Goto   Sponge   NotDistinct   Permalink

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  • In this study, a series of twenty-two ring-substituted 2-hydroxynaphthalene-1-carboxanilides were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against Staphylococcus aureus, three methicillin-resistant S. aureus strains, Mycobacterium marinum, M. kasasii, M. smegmatis. and M. avium paratuberculosis. The compounds were also tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. 2-Hydroxy-N-phenylnaphthalene-1-carboxanilide and 2-hydroxy-N-(3-trifluoromethylphenyl)naphthalene-1-carboxamide (IC50 = 29 mu mol/L) were the most active PET inhibitors. Some of tested compounds showed the antibacterial and antimycobacterial activity against the tested strains comparable or higher than the standards ampicillin or isoniazid. Thus, for example, 2-hydroxy-N-(3-nitrophenyl)naphthalene-1-carboxamide showed MIC = 26.0 mu mol/L against methicillin-resistant S. aureus and MIC = 51.9 mu mol/L against M. marinum, or 2-hydroxy-N-phenylnaphthalene-1-carboxamide demonstrated MIC = 15.2 mu mol/L against M. kansasii. The structure-activity relationships for all compounds are discussed.
  • In this study, a series of twenty-two ring-substituted 2-hydroxynaphthalene-1-carboxanilides were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against Staphylococcus aureus, three methicillin-resistant S. aureus strains, Mycobacterium marinum, M. kasasii, M. smegmatis. and M. avium paratuberculosis. The compounds were also tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. 2-Hydroxy-N-phenylnaphthalene-1-carboxanilide and 2-hydroxy-N-(3-trifluoromethylphenyl)naphthalene-1-carboxamide (IC50 = 29 mu mol/L) were the most active PET inhibitors. Some of tested compounds showed the antibacterial and antimycobacterial activity against the tested strains comparable or higher than the standards ampicillin or isoniazid. Thus, for example, 2-hydroxy-N-(3-nitrophenyl)naphthalene-1-carboxamide showed MIC = 26.0 mu mol/L against methicillin-resistant S. aureus and MIC = 51.9 mu mol/L against M. marinum, or 2-hydroxy-N-phenylnaphthalene-1-carboxamide demonstrated MIC = 15.2 mu mol/L against M. kansasii. The structure-activity relationships for all compounds are discussed. (en)
Title
  • Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides
  • Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides (en)
skos:prefLabel
  • Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides
  • Antibacterial and Herbicidal Activity of Ring-Substituted 2-Hydroxynaphthalene-1-carboxanilides (en)
skos:notation
  • RIV/62157124:16810/13:43872231!RIV14-MSM-16810___
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  • I, P(ED1.1.00/02.0068), S
http://linked.open...iv/cisloPeriodika
  • 8
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  • 61359
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  • RIV/62157124:16810/13:43872231
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  • structure-activity relationships; in vitro cytotoxicity; in vitro antimycobacterial activity; in vitro antibacterial activity; spinach chloroplasts; photosynthetic electron transport inhibition; lipophilicity; hydroxynaphthalenecarboxanilides (en)
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  • CH - Švýcarská konfederace
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  • [7A426D0C72D5]
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  • Molecules
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  • 18
http://linked.open...iv/tvurceVysledku
  • Jampílek, Josef
  • Kos, Jiří
  • Kollár, Peter
  • Čížek, Alois
  • Imramovský, Aleš
  • Peško, Matúš
  • Coffey, Aidan
  • Keltošová, Stanislava
  • Goněc, Tomáš
  • Chambel, Barbara
  • Govender, Rodney
  • Kralová, Katarína
  • O'Mahony, Jim
  • Pereira, Diogo
  • Zadražilová, Iveta
http://linked.open...ain/vavai/riv/wos
  • 000330304100044
issn
  • 1420-3049
number of pages
http://bibframe.org/vocab/doi
  • 10.3390/molecules18089397
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  • 16810
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