Photosynthesis-Inhibiting Activity of N-(Disubstituted-phenyl)-3-hydroxynaphthalene-2-carboxamides

Varování

Publikace nespadá pod Lékařskou fakultu, ale pod Farmaceutickou fakultu. Oficiální stránka publikace je na webu muni.cz.

Autoři	KOS Jiří GONĚC Tomáš ORAVEC Michal JENDRZEJEWSKA Izabela JAMPÍLEK Josef
Rok publikování	2021
Druh	Článek v odborném periodiku
Časopis / Zdroj	Molecules
Fakulta / Pracoviště MU	Farmaceutická fakulta
Citace
www	Odkaz na plný text výsledku nebo domovskou stránku výsledku.
Doi	http://dx.doi.org/10.3390/molecules26144336
Klíčová slova	hydroxynaphthalene-carboxamides; PET inhibition; spinach chloroplasts; structure-activity relationships
Popis	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.