About: 5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides

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About: 5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - inhibitors of photosynthesis Goto Sponge NotDistinct Permalink

An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

Attributes	Values
rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://www.degruyter.com/view/j/chempap.2014.68.issue-1/s11696-013-0416-7/s11696-013-0416-7.xml
Description	5-Bromo-(Br-PBA) and 3,5-dibromo-2-hydroxy-N-phenylbenzamides (Br-2-PBA) inhibited photosynthetic electron transport (PET) and their inhibitory efficiency depended on the compound lipophilicity as well as on the electronic properties of the R substituent in the N-phenyl moiety. Br-PBA showed higher PET inhibiting activity than Br-2-PBA with the same R substituent. The most effective inhibitors in the tested series were the derivatives with R = 3-F (Br-PBA; IC50 = 4.3 mu mol dm(-3)) and R = 3-Cl (Br-2-PBA; IC50 = 8.6 mu mol dm(-3)). Bilinear dependence of the PET inhibiting activity on the lipophilicity of the compounds as well as on the Hammett constant, sigma, of the R substituent was observed for both investigated series. Using EPR spectroscopy it was found that the site of action of the tested compounds in the photosynthetic apparatus is situated on the donor side of PS 2, in D. or in the Z./D. intermediates. Interaction of the studied compounds with chlorophyll a and aromatic amino acids present in the pigment-protein complexes mainly in photosystem 2 was documented by fluorescence spectroscopy. 5-Bromo-(Br-PBA) and 3,5-dibromo-2-hydroxy-N-phenylbenzamides (Br-2-PBA) inhibited photosynthetic electron transport (PET) and their inhibitory efficiency depended on the compound lipophilicity as well as on the electronic properties of the R substituent in the N-phenyl moiety. Br-PBA showed higher PET inhibiting activity than Br-2-PBA with the same R substituent. The most effective inhibitors in the tested series were the derivatives with R = 3-F (Br-PBA; IC50 = 4.3 mu mol dm(-3)) and R = 3-Cl (Br-2-PBA; IC50 = 8.6 mu mol dm(-3)). Bilinear dependence of the PET inhibiting activity on the lipophilicity of the compounds as well as on the Hammett constant, sigma, of the R substituent was observed for both investigated series. Using EPR spectroscopy it was found that the site of action of the tested compounds in the photosynthetic apparatus is situated on the donor side of PS 2, in D. or in the Z./D. intermediates. Interaction of the studied compounds with chlorophyll a and aromatic amino acids present in the pigment-protein complexes mainly in photosystem 2 was documented by fluorescence spectroscopy. (en)
Title	5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - inhibitors of photosynthesis 5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - inhibitors of photosynthesis (en)
skos:prefLabel	5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - inhibitors of photosynthesis 5-Bromo- and 3,5-dibromo-2-hydroxy-N-phenylbenzamides - inhibitors of photosynthesis (en)
skos:notation	RIV/00216208:11160/14:10293795!RIV15-MSM-11160___
http://linked.open...avai/riv/aktivita	I
http://linked.open...avai/riv/aktivity	I
http://linked.open...iv/cisloPeriodika	1
http://linked.open...vai/riv/dodaniDat	2015
http://linked.open...aciTvurceVysledku	Waisser, Karel
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Univerzita Karlova v Praze / Farmaceutická fakulta v Hradci Králové
http://linked.open...dnocenehoVysledku	58313
http://linked.open...ai/riv/idVysledku	RIV/00216208:11160/14:10293795
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	site of action; photosynthetic electron transport; fluorescence spectroscopy; EPR spectroscopy; salicylanilides (en)
http://linked.open.../riv/klicoveSlovo	salicylanilides fluorescence spectroscopy EPR spectroscopy photosynthetic electron transport site of action
http://linked.open...odStatuVydavatele	SK - Slovenská republika
http://linked.open...ontrolniKodProRIV	[8B47785565E2]
http://linked.open...i/riv/nazevZdroje	Chemical Papers
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...UplatneniVysledku	2014
http://linked.open...v/svazekPeriodika	68
http://linked.open...iv/tvurceVysledku	Waisser, Karel Kráľová, Katarína Peško, Matúš Šeršeň, František Kubicová, Lenka
http://linked.open...ain/vavai/riv/wos	000324491200006
issn	0366-6352
number of pages	7 (xsd:int)
http://bibframe.org/vocab/doi	10.2478/s11696-013-0416-7
http://localhost/t...ganizacniJednotka	11160

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