Photosynthesis-Inhibiting efficiency of 4-chloro-2-(chlorophenylcarbamoyl)phenyl alkylcarbamates

被引：44

作者：

Imramovsky, Ales ^{[1
]}

Pesko, Matus ^{[2
]}

Ferriz, Juana Monreal ^{[3
]}

Kralova, Katarina ^{[4
]}

Vinsova, Jarmila ^{[3
]}

Jampilek, Josef ^{[5
]}

机构：

[1] Univ Pardubice, Fac Chem Technol, Inst Organ Chem & Technol, Pardubice 53210, Czech Republic

[2] Comenius Univ, Fac Nat Sci, Dept Ecosozol & Physiotact, Bratislava 84215, Slovakia

[3] Charles Univ Prague, Fac Pharm Hradec Kralove, Dept Inorgan & Organ Chem, Hradec Kralove 50005, Czech Republic

[4] Comenius Univ, Fac Nat Sci, Inst Chem, Bratislava 84215, Slovakia

[5] Univ Vet & Pharmaceut Sci Brno, Fac Pharm, Dept Chem Drugs, Brno 61242, Czech Republic

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 15期

关键词：

4-Chloro-2-(chlorophenylcarbamoyl)phenyl alkylcarbamates Lipophilicity; PET inhibition; Spinach chloroplasts; Structure-activity relationships; ATOMIC PHYSICOCHEMICAL PARAMETERS; SUBSTITUTED PHENYLCARBAMIC ACIDS; WATER PARTITION-COEFFICIENTS; ALKOXYPHENYLCARBAMIC ACIDS; QUANTITATIVE STRUCTURE; ELECTRON-TRANSPORT; PHOTOSYSTEM-II; HERBICIDES; LIPOPHILICITY; BINDING;

D O I：

10.1016/j.bmcl.2011.05.118

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of photosynthetic electron transport (PET) inhibitors from the group of salicylanilide alkylcarbamates was investigated. The compounds were analyzed using RP-HPLC to determine lipophilicity, and their PET inhibition was determined in spinach (Spinacia oleracea L.) chloroplasts. The site of action of the studied compounds is situated at the donor site of photosystem 2 (PS 2). Compounds substituted by chlorine in C'-3 and C'-4 of the aniline ring and the optimal length of the alkyl chain pentyl-heptyl in the carbamate moiety provided the most active PET inhibitors (IC50 inhibition <10 mu mol/L). Disubstitution in C'-3,4 by chlorine caused significant PET inhibiting activity decrease. Nevertheless, for all three series of C'-3, C'-4, C'-3,4 compounds, the dependence of PET activity on lipophilicity showed to be quasi-parabolic. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：4564 / 4567

页数：4

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