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Photosynthesis-Inhibiting efficiency of 4-chloro-2-(chlorophenylcarbamoyl)phenyl alkylcarbamates
Ales Imramovsky, Matus Pesko, Juana Monreal Ferriz, Katarina Kralova, Jarmila Vinsova, Josef Jampilek
Jazyk angličtina Země Anglie, Velká Británie
Typ dokumentu časopisecké články, práce podpořená grantem
Grantová podpora
NS10367
MZ0
CEP - Centrální evidence projektů
- MeSH
- fotosyntetická reakční centra (proteinové komplexy) antagonisté a inhibitory metabolismus MeSH
- fotosyntéza účinky léků MeSH
- karbamáty chemická syntéza chemie farmakologie MeSH
- salicylanilidy chemie MeSH
- Spinacia oleracea metabolismus MeSH
- vztahy mezi strukturou a aktivitou MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
A series of photosynthetic electron transport (PET) inhibitors from the group of salicylanilide alkylcarbamates was investigated. The compounds were analyzed using RP-HPLC to determine lipophilicity, and their PET inhibition was determined in spinach (Spinacia oleracea L.) chloroplasts. The site of action of the studied compounds is situated at the donor site of photosystem 2 (PS 2). Compounds substituted by chlorine in C'-3 and C'-4 of the aniline ring and the optimal length of the alkyl chain pentyl-heptyl in the carbamate moiety provided the most active PET inhibitors (IC(50) inhibition <10 μmol/L). Disubstitution in C'-3,4 by chlorine caused significant PET inhibiting activity decrease. Nevertheless, for all three series of C'-3, C'-4, C'-3,4 compounds, the dependence of PET activity on lipophilicity showed to be quasi-parabolic.
Citace poskytuje Crossref.org
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- $a Imramovský, Aleš $7 xx0118877 $u Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Pardubice, Czech Republic. ales.imramovsky@upce.cz
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- $a A series of photosynthetic electron transport (PET) inhibitors from the group of salicylanilide alkylcarbamates was investigated. The compounds were analyzed using RP-HPLC to determine lipophilicity, and their PET inhibition was determined in spinach (Spinacia oleracea L.) chloroplasts. The site of action of the studied compounds is situated at the donor site of photosystem 2 (PS 2). Compounds substituted by chlorine in C'-3 and C'-4 of the aniline ring and the optimal length of the alkyl chain pentyl-heptyl in the carbamate moiety provided the most active PET inhibitors (IC(50) inhibition <10 μmol/L). Disubstitution in C'-3,4 by chlorine caused significant PET inhibiting activity decrease. Nevertheless, for all three series of C'-3, C'-4, C'-3,4 compounds, the dependence of PET activity on lipophilicity showed to be quasi-parabolic.
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- $a Pesko, Matus $u Department of Ecosozology and Physiotactics, Faculty of Natural Sciences, Comenius University, Bratislava, Slovakia
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- $a Jampílek, Josef $7 xx0027075 $u Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Brno, Czech Republic
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- $w MED00000770 $t Bioorganic & medicinal chemistry letters $x 1464-3405 $g Roč. 21, č. 15 (20110612), s. 4564-4567
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