Photosynthesis-inhibiting activity of N-(Disubstitutedphenyl)-3- hydroxynaphthalene-2-carboxamides
| Autor: | Tomas Gonec, Izabela Jendrzejewska, Michal Oravec, Jiri Kos, Josef Jampilek |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Spinacia
Photosystem II Pharmaceutical Science Organic chemistry Ring (chemistry) Photosynthesis 01 natural sciences Medicinal chemistry hydroxynaphthalene-carboxamides Analytical Chemistry 03 medical and health sciences QD241-441 spinach chloroplasts Drug Discovery structureactivity relationships Physical and Theoretical Chemistry IC50 030304 developmental biology 0303 health sciences biology 010405 organic chemistry Chemistry structure-activity relationships biology.organism_classification Electron transport chain 0104 chemical sciences PET inhibition Chemistry (miscellaneous) Lipophilicity Molecular Medicine Spinach |
| Zdroj: | Molecules, Vol 26, Iss 4336, p 4336 (2021) Molecules Volume 26 Issue 14 |
| 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 ~ 10 µM) 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. |
| Databáze: | OpenAIRE |
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