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Statements

Subject Item
n2:RIV%2F62157124%3A16370%2F13%3A43872240%21RIV14-MSM-16370___
rdf:type
n6:Vysledek skos:Concept
dcterms:description
A series of twenty substituted 2-hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(alkoxycarbonyl)amino]benzoates were prepared and characterized. As similar compounds have been described as potential antimycobacterials, primary in vitro screening of the synthesized carbamates was also performed against two mycobacterial species. 2-Hydroxy-3-[2-(2,6-dimethoxyphenoxy) ethylamino]propyl 4-(butoxycarbonylamino)benzoate hydrochloride, 2-hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propyl 4-(butoxycarbonylamino)benzoate hydrochloride, and 2-hydroxy-3-[ 2-(2-methoxyphenoxy)ethylamino]-propyl 4-(butoxycarbonylamino)benzoate hydrochloride showed higher activity against M. avium subsp. paratuberculosis and M. intracellulare than the standards ciprofloxacin, isoniazid, or pyrazinamide. Cytotoxicity assay of effective compounds was performed using the human monocytic leukaemia THP-1 cell line. Compounds with predicted amphiphilic properties were also tested for their effects on the rate of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. All butyl derivatives significantly stimulated the rate of PET, indicating that the compounds can induce conformational changes in thylakoid membranes resulting in an increase of their permeability and so causing uncoupling of phosphorylation from electron transport. A series of twenty substituted 2-hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(alkoxycarbonyl)amino]benzoates were prepared and characterized. As similar compounds have been described as potential antimycobacterials, primary in vitro screening of the synthesized carbamates was also performed against two mycobacterial species. 2-Hydroxy-3-[2-(2,6-dimethoxyphenoxy) ethylamino]propyl 4-(butoxycarbonylamino)benzoate hydrochloride, 2-hydroxy-3-[2-(4-methoxyphenoxy)ethylamino]-propyl 4-(butoxycarbonylamino)benzoate hydrochloride, and 2-hydroxy-3-[ 2-(2-methoxyphenoxy)ethylamino]-propyl 4-(butoxycarbonylamino)benzoate hydrochloride showed higher activity against M. avium subsp. paratuberculosis and M. intracellulare than the standards ciprofloxacin, isoniazid, or pyrazinamide. Cytotoxicity assay of effective compounds was performed using the human monocytic leukaemia THP-1 cell line. Compounds with predicted amphiphilic properties were also tested for their effects on the rate of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. All butyl derivatives significantly stimulated the rate of PET, indicating that the compounds can induce conformational changes in thylakoid membranes resulting in an increase of their permeability and so causing uncoupling of phosphorylation from electron transport.
dcterms:title
Synthesis and Biological Evaluation of 2-Hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(Alkoxycarbonyl)amino]benzoates Synthesis and Biological Evaluation of 2-Hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(Alkoxycarbonyl)amino]benzoates
skos:prefLabel
Synthesis and Biological Evaluation of 2-Hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(Alkoxycarbonyl)amino]benzoates Synthesis and Biological Evaluation of 2-Hydroxy-3-[(2-aryloxyethyl)amino]propyl 4-[(Alkoxycarbonyl)amino]benzoates
skos:notation
RIV/62157124:16370/13:43872240!RIV14-MSM-16370___
n6:predkladatel
n18:orjk%3A16370
n3:aktivita
n5:S
n3:aktivity
S
n3:cisloPeriodika
2013
n3:dodaniDat
n8:2014
n3:domaciTvurceVysledku
n7:3170446 n7:8089736 n7:4268164 n7:5909996 n7:7985479 n7:9033793
n3:druhVysledku
n19:J
n3:duvernostUdaju
n17:S
n3:entitaPredkladatele
n4:predkladatel
n3:idSjednocenehoVysledku
109464
n3:idVysledku
RIV/62157124:16370/13:43872240
n3:jazykVysledku
n12:eng
n3:klicovaSlova
POTENTIAL ANTITUBERCULOTICS; LOCAL-ANESTHETICS; QUATERNARY AMMONIUM-SALTS; SUBSTITUTED PHENYLCARBAMIC ACIDS; PHOTOSYNTHETIC ELECTRON-TRANSPORT; DIPALMITOYLPHOSPHATIDYLCHOLINE MODEL MEMBRANE
n3:klicoveSlovo
n13:DIPALMITOYLPHOSPHATIDYLCHOLINE%20MODEL%20MEMBRANE n13:LOCAL-ANESTHETICS n13:PHOTOSYNTHETIC%20ELECTRON-TRANSPORT n13:SUBSTITUTED%20PHENYLCARBAMIC%20ACIDS n13:POTENTIAL%20ANTITUBERCULOTICS n13:QUATERNARY%20AMMONIUM-SALTS
n3:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n3:kontrolniKodProRIV
[D2C6297EF149]
n3:nazevZdroje
Scientific World Journal
n3:obor
n16:FR
n3:pocetDomacichTvurcuVysledku
6
n3:pocetTvurcuVysledku
11
n3:rokUplatneniVysledku
n8:2013
n3:svazekPeriodika
neuveden
n3:tvurceVysledku
Coffey, Aidan Keltošová, Stanislava Kral'ova, Katarína Mokrý, Petr Peško, Matúš O'Mahony, Jim Kollár, Peter Kapustíková, Iva Govender, Rodney Jampílek, Josef Tengler, Jan
n3:wos
000326829200001
s:issn
1537-744X
s:numberOfPages
13
n14:doi
10.1155/2013/274570
n15:organizacniJednotka
16370