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@article{1784759,
author = {Kos, Jiří and Goněc, Tomáš and Oravec, Michal and Jendrzejewska, Izabela and Jampílek, Josef},
article_number = {14},
doi = {http://dx.doi.org/10.3390/molecules26144336},
keywords = {hydroxynaphthalene-carboxamides; PET inhibition; spinach chloroplasts; structure-activity relationships},
language = {eng},
issn = {1420-3049},
journal = {Molecules},
title = {Photosynthesis-Inhibiting Activity of N-(Disubstituted-phenyl)-3-hydroxynaphthalene-2-carboxamides},
url = {https://www.mdpi.com/1420-3049/26/14/4336},
volume = {26},
year = {2021}
}
TY - JOUR
ID - 1784759
AU - Kos, Jiří - Goněc, Tomáš - Oravec, Michal - Jendrzejewska, Izabela - Jampílek, Josef
PY - 2021
TI - Photosynthesis-Inhibiting Activity of N-(Disubstituted-phenyl)-3-hydroxynaphthalene-2-carboxamides
JF - Molecules
VL - 26
IS - 14
SP - 1-9
EP - 1-9
PB - MDPI Basel
SN - 14203049
KW - hydroxynaphthalene-carboxamides
KW - PET inhibition
KW - spinach chloroplasts
KW - structure-activity relationships
UR - https://www.mdpi.com/1420-3049/26/14/4336
N2 - A set of twenty-four 3-hydroxynaphthalene-2-carboxanilides, disubstituted on the anilide ring by combinations of methoxy/methyl/fluoro/chloro/bromo and ditrifluoromethyl groups at different positions, was prepared. The compounds were tested for their ability to inhibit photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. N-(3,5-Difluorophenyl)-, N-(3,5-dimethylphenyl)-, N-(2,5-difluorophenyl)- and N-(2,5-dimethylphenyl)-3-hydroxynaphthalene-2-carboxamides showed the highest PET-inhibiting activity (IC50 similar to 10 mu M) within the series. These compounds were able to inhibit PET in photosystem II. It has been found that PET-inhibiting activity strongly depends on the position of the individual substituents on the anilide ring and on the lipophilicity of the compounds. The electron-withdrawing properties of the substituents contribute towards the PET activity of these compounds.
ER -
KOS, Jiří, Tomáš GONĚC, Michal ORAVEC, Izabela JENDRZEJEWSKA and Josef JAMPÍLEK. Photosynthesis-Inhibiting Activity of N-(Disubstituted-phenyl)-3-hydroxynaphthalene-2-carboxamides. \textit{Molecules}. MDPI Basel, 2021, vol.~26, No~14, p.~1-9. ISSN~1420-3049. Available from: https://dx.doi.org/10.3390/molecules26144336.
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