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- Title
Antibacterial and Herbicidal Activity of Ring-Substituted 3-Hydroxynaphthalene-2-carboxanilides.
- Authors
Kos, Jiri; Zadrazilova, Iveta; Pesko, Matus; Keltosova, Stanislava; Tengler, Jan; Gonec, Tomas; Bobal, Pavel; Kauerova, Tereza; Oravec, Michal; Kollar, Peter; Cizek, Alois; Kralova, Katarina; Jampilek, Josef
- Abstract
In this study, a series of twenty-two ring-substituted 3-hydroxy-Nphenylnaphthalene- 2-carboxanilides were prepared and characterized. The compounds were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed against four Staphylococcus strains and against two mycobacterial species. 3-Hydroxy-N-(2-methoxyphenyl)naphthalene-2-carboxamide showed high biological activity (MIC = 55.0 μmol/L) against S. aureus as well as methicillinresistant strains. N-(2-Fluorophenyl)-3-hydroxynaphthalene-2-carboxamide showed higher activity (MIC = 28.4 μmol/L) against M. marinum than the standard isoniazid and 3-hydroxy-N-(4-nitrophenyl)naphthalene-2-carboxamide expressed higher activity (MIC = 13.0 μmol/L) against M. kansasii than the standard isoniazid. Cytotoxicity assay of effective antimicrobial compounds was performed using the human monocytic leukemia THP-1 cell line. The PET-inhibiting activity expressed by IC50 value of the most active compound 3-hydroxy-N-(3-nitrophenyl)naphthalene-2-carboxamide was 16.9 μmol/L. The structure-activity relationships of all compounds are discussed.
- Subjects
ANTIBACTERIAL agents; PHOTOSYNTHETIC pigments; ELECTRON transport; SPINACH; STAPHYLOCOCCUS; CARBOXAMIDES; BACTERIA
- Publication
Molecules, 2013, Vol 18, Issue 7, p7977
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules18077977