Structure-Activity Relationships of N-benzylsalicylamides for Inhibition of Photosynthetic Electron Transport

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F15%3A10317027" target="_blank" >RIV/00216208:11160/15:10317027 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/62157124:16370/15:43873828

Výsledek na webu

<a href="http://benthamscience.com/journals/medicinal-chemistry/volume/11/issue/2/page/156/" target="_blank" >http://benthamscience.com/journals/medicinal-chemistry/volume/11/issue/2/page/156/</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.2174/1573406410666140815125004" target="_blank" >10.2174/1573406410666140815125004</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Structure-Activity Relationships of N-benzylsalicylamides for Inhibition of Photosynthetic Electron Transport

Popis výsledku v původním jazyce

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 mu mol/L. Severalevaluated compounds can be considered as effective PET inhibitors; these include N-(3,4-dichlorobenzyl)-2-hydroxy-5-nitrobenzamide (IC50 = 2.0 mu mol/L), 3,5-dibromo-N-(3,4-dichlorobenzyl)-2-hydroxybenzamide (IC50 = 2.3 mu mol/L) and 3,5-dibromo-N-(4-chlorobenzyl)-2-hydroxybenzamide (IC50 = 2.6 mu mol/L) with activity comparable with that of the standard Diuron (IC50 = 1.9 mu mol/L). The PET inhibiting activity increased approximately linearly with increasing lipophilicity of the compounds as well as with the increasing sum of Hammett sigma 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,

Název v anglickém jazyce

Structure-Activity Relationships of N-benzylsalicylamides for Inhibition of Photosynthetic Electron Transport

Popis výsledku anglicky

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 mu mol/L. Severalevaluated compounds can be considered as effective PET inhibitors; these include N-(3,4-dichlorobenzyl)-2-hydroxy-5-nitrobenzamide (IC50 = 2.0 mu mol/L), 3,5-dibromo-N-(3,4-dichlorobenzyl)-2-hydroxybenzamide (IC50 = 2.3 mu mol/L) and 3,5-dibromo-N-(4-chlorobenzyl)-2-hydroxybenzamide (IC50 = 2.6 mu mol/L) with activity comparable with that of the standard Diuron (IC50 = 1.9 mu mol/L). The PET inhibiting activity increased approximately linearly with increasing lipophilicity of the compounds as well as with the increasing sum of Hammett sigma 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,

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

FR - Farmakologie a lékárnická chemie

OECD FORD obor

—

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Medicinal Chemistry

ISSN

1573-4064

e-ISSN

—

Svazek periodika

11

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

AE - Spojené arabské emiráty

Počet stran výsledku

9

Strana od-do

156-164

Kód UT WoS článku

000349331700007

EID výsledku v databázi Scopus

2-s2.0-84926490456