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Statements

Subject Item
n2:RIV%2F62157124%3A16370%2F13%3A43871896%21RIV14-MSM-16370___
rdf:type
skos:Concept n16:Vysledek
dcterms:description
In this study, a series of 22 ring-substituted 1-hydroxynaphthalene-2-carboxanilides were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against Mycobacterium marinum, Mycobacterium kansasii and Mycobacterium smegmatis. The compounds were also tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Most of tested compounds showed the antimycobacterial activity against the three strains comparable or higher than the standard isoniazid. N-(3-Fluorophenyl)-1-hydroxynaphthalene-2-carboxamide showed the highest biological activity (MIC = 28.4 mu mol/L) against M. marinum, N-(4-fluorophenyl)-1-hydroxynaphthalene-2-carboxamide showed the highest biological activity (MIC = 14.2 mu pi mol/L) against M. kansasii, and N-(4-bromophenyl)-1-hydroxynaphthalene-2-carboxamide expressed the highest biological activity (MIC = 46.7 mu mol/L) against M. smegmatis. This compound and 1-hydroxy-N-(3-methylphenyl)naphthalene-2-carboxamide were the most active compounds against all three tested strains. The PET inhibition expressed by IC50 value of the most active compound 1-hydroxy-N-(3-trifluoromethylphenyl) naphthalene-2-carboxamide was 5.3 mu mol/L. The most effective compounds demonstrated insignificant toxicity against the human monocytic leukemia THP-1 cell line. For all compounds, structure-activity relationships are discussed. In this study, a series of 22 ring-substituted 1-hydroxynaphthalene-2-carboxanilides were prepared and characterized. Primary in vitro screening of the synthesized compounds was performed against Mycobacterium marinum, Mycobacterium kansasii and Mycobacterium smegmatis. The compounds were also tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Most of tested compounds showed the antimycobacterial activity against the three strains comparable or higher than the standard isoniazid. N-(3-Fluorophenyl)-1-hydroxynaphthalene-2-carboxamide showed the highest biological activity (MIC = 28.4 mu mol/L) against M. marinum, N-(4-fluorophenyl)-1-hydroxynaphthalene-2-carboxamide showed the highest biological activity (MIC = 14.2 mu pi mol/L) against M. kansasii, and N-(4-bromophenyl)-1-hydroxynaphthalene-2-carboxamide expressed the highest biological activity (MIC = 46.7 mu mol/L) against M. smegmatis. This compound and 1-hydroxy-N-(3-methylphenyl)naphthalene-2-carboxamide were the most active compounds against all three tested strains. The PET inhibition expressed by IC50 value of the most active compound 1-hydroxy-N-(3-trifluoromethylphenyl) naphthalene-2-carboxamide was 5.3 mu mol/L. The most effective compounds demonstrated insignificant toxicity against the human monocytic leukemia THP-1 cell line. For all compounds, structure-activity relationships are discussed.
dcterms:title
Antimycobacterial and herbicidal activity of ring-substituted 1-hydroxynaphthalene-2-carboxanilides Antimycobacterial and herbicidal activity of ring-substituted 1-hydroxynaphthalene-2-carboxanilides
skos:prefLabel
Antimycobacterial and herbicidal activity of ring-substituted 1-hydroxynaphthalene-2-carboxanilides Antimycobacterial and herbicidal activity of ring-substituted 1-hydroxynaphthalene-2-carboxanilides
skos:notation
RIV/62157124:16370/13:43871896!RIV14-MSM-16370___
n16:predkladatel
n19:orjk%3A16370
n3:aktivita
n11:S
n3:aktivity
S
n3:cisloPeriodika
21
n3:dodaniDat
n4:2014
n3:domaciTvurceVysledku
n5:6206611 n5:4199375 n5:7171684 n5:3296016 n5:5909996 n5:9033793 n5:8089736 n5:4268164
n3:druhVysledku
n13:J
n3:duvernostUdaju
n8:S
n3:entitaPredkladatele
n18:predkladatel
n3:idSjednocenehoVysledku
61438
n3:idVysledku
RIV/62157124:16370/13:43871896
n3:jazykVysledku
n12:eng
n3:klicovaSlova
Structure-activity relationships; In vitro cytotoxicity; In vitro antimycobacterial activity; Spinach chloroplasts; Photosynthetic electron transport inhibition; Lipophilicity; Hydroxynaphthalene-2-carboxanilides
n3:klicoveSlovo
n6:Photosynthetic%20electron%20transport%20inhibition n6:In%20vitro%20cytotoxicity n6:In%20vitro%20antimycobacterial%20activity n6:Structure-activity%20relationships n6:Spinach%20chloroplasts n6:Hydroxynaphthalene-2-carboxanilides n6:Lipophilicity
n3:kodStatuVydavatele
NL - Nizozemsko
n3:kontrolniKodProRIV
[6ACB8C6B2B02]
n3:nazevZdroje
Bioorganic and Medicinal Chemistry
n3:obor
n15:FR
n3:pocetDomacichTvurcuVysledku
8
n3:pocetTvurcuVysledku
11
n3:rokUplatneniVysledku
n4:2013
n3:svazekPeriodika
21
n3:tvurceVysledku
Kollár, Peter Zadražilová, Iveta Peško, Matúš Bobáľ, Pavel Tengler, Jan Jampílek, Josef Goněc, Tomáš Keltošová, Stanislava Čížek, Alois Kos, Jiří Králová, Katarína
n3:wos
000325164500028
s:issn
0968-0896
s:numberOfPages
11
n7:doi
10.1016/j.bmc.2013.08.030
n17:organizacniJednotka
16370