21 sv.
- MeSH
- Quantitative Structure-Activity Relationship MeSH
- Publication type
- Periodical MeSH
- Conspectus
- Farmacie. Farmakologie
- NML Fields
- farmacie a farmakologie
- farmacie a farmakologie
- MeSH
- Benzodiazepines MeSH
- Behavior, Animal drug effects MeSH
- Mice MeSH
- Tranquilizing Agents MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Mice MeSH
- Animals MeSH
- Publication type
- Comparative Study MeSH
502 s.
1 sv. (růz. stránkování)
- Keywords
- struktury chemické-aktivita biologická,
- Conspectus
- Biochemie. Molekulární biologie. Biofyzika
- NML Fields
- chemie, klinická chemie
- biochemie
Inhibition of photosynthetic electron transport (PET) in spinach chloroplasts by sixty-one ring-substituted N-benzylsalicylamides was investigated. The inhibitory potency of the compounds expressed by IC50 value varied from 2.0 to 425.3 μmol/L. Several evaluated compounds can be considered as effective PET inhibitors; these include N-(3,4- dichlorobenzyl)-2-hydroxy-5-nitrobenzamide (IC50 = 2.0 μmol/L), 3,5-dibromo-N-(3,4-dichlorobenzyl)-2-hydroxybenzamide (IC50 = 2.3 μmol/L) and 3,5-dibromo-N-(4-chlorobenzyl)-2-hydroxybenzamide (IC50 = 2.6 μmol/L) with activity comparable with that of the standard Diuron (IC50 = 1.9 μmol/L). The PET inhibiting activity increased approximately linearly with increasing lipophilicity of the compounds as well as with the increasing sum of Hammett σ constants of the substituents on the acyl fragment (R(1) = H, 5-OCH3, 5-CH3, 5-Cl, 5-Br, 5-NO2, 4-OCH3, 4-Cl, 3,5-Cl and 3,5-Br) and the benzylamide fragment (R(2) = H, 4-OCH3, 4-CH3, 4-F, 4-Cl and 3,4-Cl). Based on the evaluated structure-PET inhibiting activity relationships (QSAR) it was confirmed that the inhibitory activity of the compounds depends on lipophilicity (log P or distributive parameters π; (1) and π(2)of individual substituents) and electronic properties of the substituents on the acyl (σ(1)) and the benzylamide fragments (σ(2)), the contribution of σ(1) being more significant than that of σ(2).
- MeSH
- Models, Chemical MeSH
- Chloroplasts drug effects metabolism MeSH
- Photosynthesis drug effects MeSH
- Quantitative Structure-Activity Relationship MeSH
- Molecular Structure MeSH
- Drug Design MeSH
- Salicylamides chemical synthesis chemistry pharmacology MeSH
- Spinacia oleracea drug effects metabolism MeSH
- Electron Transport drug effects MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- MeSH
- Carcinogens MeSH
- Mutagens MeSH
- Mycotoxins toxicity MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Animals MeSH
