Preparation and Photosynthesis-Inhibiting Activity of 1-[(2-Nitrophenyl) carbamoyl] naphthalen-2-yl Alkylcarbamates

被引：0
|
作者：
Gonec, Tomas [1 ]
Stranik, Josef [1 ]
Pesko, Matus [2 ]
Kos, Jiri [1 ]
Oravec, Michal [3 ]
Kralova, Katarina [4 ]
Jampilek, Josef [5 ]
机构：
[1] Univ Vet & Pharmaceut Sci, Fac Pharm, Dept Chem Drugs, Palackeho 1, Brno 61242, Czech Republic
[2] Comenius Univ, Fac Nat Sci, Dept Environm Ecol, Mlynska Dolina Ch 2, Bratislava 84215, Slovakia
[3] Global Change Res Inst CAS, Belidla 986-4a, Brno 60300, Czech Republic
[4] Comenius Univ, Fac Nat Sci, Inst Chem, Mlynska Dolina Ch 2, Bratislava 84215, Slovakia
[5] Comenius Univ, Fac Pharm, Dept Pharmaceut Chem, Odbojarov 10, Bratislava 83232, Slovakia
来源：
20TH INTERNATIONAL ELECTRONIC CONFERENCE ON SYNTHETIC ORGANIC CHEMISTRY (ECSOC) | 2016年
关键词：
Alkylcarbamates; Hydroxynaphthalene-carboxamides; PET inhibition; Spinach chloroplasts; Structure-activity relationships; BIOLOGICAL-ACTIVITY SPECTRUM; HERBICIDAL ACTIVITY; ELECTRON-TRANSPORT; SUBSTITUTED BENZANILIDES; ANTIBACTERIAL; SALICYLANILIDES; CHLOROPLASTS; UNCOUPLERS; ACIDS;
D O I：
10.3390/ecsoc-20-b004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In this study, a series of eight 1-[(2-nitrophenyl) carbamoyl] naphthalen-2-yl alkylcarbamates was prepared and characterized. The discussed compounds were prepared by microwave-assisted and conventional synthesis. The compounds were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. The PET-inhibiting activity of the compounds was relatively low; the corresponding IC50 values ranged from 0.233 to 0.487 mmol/L and the highest activity within the series of compounds was observed for 1-[(2-nitrophenyl) carbamoyl] naphthalen-2-yl pentylcarbamate. The compounds were found to inhibit PET in photosystem II.
引用
收藏
页数：10
相关论文
共 50 条
  • [1] Photosynthesis-Inhibiting Activity of 1-[(2-Chlorophenyl)carbamoyl]- and 1-[(2-Nitrophenyl)carbamoyl]naphthalen-2-yl Alkylcarbamates
    Gonec, Tomas
    Stranik, Josef
    Pesko, Matus
    Kos, Jiri
    Oravec, Michal
    Kralova, Katarina
    Jampilek, Josef
    MOLECULES, 2017, 22 (07):
  • [2] Preparation and Photosynthesis-Inhibiting Activity of 1-[(2-Chlorophenyl)carbamoyl]naphthalen-2-yl Alkylcarbamates
    Gonec, Tomas
    Stranik, Josef
    Pesko, Matus
    Kos, Jiri
    Oravec, Michal
    Kralova, Katarina
    Jampilek, Josef
    19TH INTERNATIONAL ELECTRONIC CONFERENCE ON SYNTHETIC ORGANIC CHEMISTRY, 2015,
  • [3] Synthesis and Antimicrobial Evaluation of 1-[(2-Substituted phenyl)carbamoyl]naphthalen-2-yl Carbamates
    Gonec, Tomas
    Pospisilova, Sarka
    Holanova, Lucie
    Stranik, Josef
    Cernikova, Aneta
    Pudelkova, Valeria
    Kos, Jiri
    Oravec, Michal
    Kollar, Peter
    Cizek, Alois
    Jampilek, Josef
    MOLECULES, 2016, 21 (09):
  • [4] {2,7-Diethoxy-8-[(naphthalen-2-yl)-carbonyl]naphthalen-1-yl}(naphthalen-2-yl)methanone
    Tsumuki, Takehiro
    Okamoto, Akiko
    Oike, Hideaki
    Yonezawa, Noriyuki
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O369 - +
  • [5] [(E)-1-(Naphthalen-2-yl)ethylidene]-(naphthalen-1-ylmethyl)amine
    Bruno, Sofia M.
    Fernandes, Jose A.
    Goncalves, Isabel S.
    Paz, Filipe A. Almeida
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O3143 - +
  • [6] Photosynthesis-Inhibiting efficiency of 4-chloro-2-(chlorophenylcarbamoyl)phenyl alkylcarbamates
    Imramovsky, Ales
    Pesko, Matus
    Ferriz, Juana Monreal
    Kralova, Katarina
    Vinsova, Jarmila
    Jampilek, Josef
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (15) : 4564 - 4567
  • [7] [2,7-Dimethoxy-8-(2-naphthoyl)naphthalen-1-yl](naphthalen-2-yl)methanone
    Tsumuki, Takehiro
    Hijikata, Daichi
    Okamoto, Akiko
    Oike, Hideaki
    Yonezawa, Noriyuki
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O2095 - U1043
  • [8] 1-[(2-Nitrophenyl)hydrazono]-1H-naphthalen-2-one (Pigment Orange 2) from powder data
    Yatsenko, AV
    Paseshnichenko, KA
    Chernyshev, VV
    Shenk, H
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : O1152 - O1153
  • [9] 1-[3-(2-Nitrophenyl)-5-phenyl-2-pyrazolin-1-yl]ethanone
    Guo, Huan-Mei
    Huang, Ben-Yu
    Qin, Xiang
    Zou, Huan-Ze
    Jian, Fang-Fang
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1587 - U713
  • [10] (1R,2S)-[(R)-1-(2-Hydroxynaphthalen-1-yl)naphthalen-2-yl] 2-ethynylcyclopropane-1-carboxylate
    Fan, Jinlong
    Qin, Zhaohai
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1342 - U2165
12345