Derivatives of (Phenylsulfanyl)benzoic Acids with Multiple Antileukotrienic Activity

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Title:Derivatives of (Phenylsulfanyl)benzoic Acids with Multiple Antileukotrienic Activity
Creators:
Kuchař, Miroslav
Kmoníček, Vojtěch
Panajotová, Vladimíra
Jandera, Antonín
Brunová, Bohumila
Junek, Richard
Bucharová, Věra
Čejka, Jan
Šatinský, Dalibor
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 69, 11, pp. 2098-2120
Uncontrolled Keywords:Lipophilicity, Regression analysis, Antileukotrienic activity, QSAR, (Phenylsulfanyl)benzoic acids, Antiinflammatory and antiasthmatic effects

Abstract

A series of derivatives of (phenylsulfanyl)benzoic acids bearing quinoline, 2,4-dihydroxy-3-propylacetophenone and 2,4-difluorobiphenyl moieties were prepared and their antileukotrienic activities evaluated. Some of the compounds were found to display multiple antileukotrienic effect in the inhibition of LTB<sub>4</sub> biosynthesis, binding to LTD<sub>4</sub> and LTB<sub>4</sub> receptors, superior to the standards (zileuton and zafirlukast) used. The compounds had an antiinflammatory effect, manifested with quinoline derivatives by a significant inhibition of bronchospasm induced by LTD<sub>4</sub> and/or albumin. The results of regression analysis correspond to the observation that the most active compounds belong to quinoline derivatives with the lowest lipophilicity. X-ray analysis of the quinoline compounds revealed that an intramolecular hydrophobic interaction of their aromatic rings does not occur in the solid state. <p>

Title:Derivatives of (Phenylsulfanyl)benzoic Acids with Multiple Antileukotrienic Activity
Creators:
Kuchař, Miroslav
Kmoníček, Vojtěch
Panajotová, Vladimíra
Jandera, Antonín
Brunová, Bohumila
Junek, Richard
Bucharová, Věra
Čejka, Jan
Šatinský, Dalibor
Uncontrolled Keywords:Lipophilicity, Regression analysis, Antileukotrienic activity, QSAR, (Phenylsulfanyl)benzoic acids, Antiinflammatory and antiasthmatic effects
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:69
Number:11
Page Range:pp. 2098-2120
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20042098UNSPECIFIED
ID Code:2324
Item Type:Article
Deposited On:06 Feb 2009 17:17
Last Modified:06 Feb 2009 16:17

Citation

Kuchař, Miroslav; Kmoníček, Vojtěch; Panajotová, Vladimíra; Jandera, Antonín; Brunová, Bohumila; Junek, Richard; Bucharová, Věra; Čejka, Jan; Šatinský, Dalibor (2004) Derivatives of (Phenylsulfanyl)benzoic Acids with Multiple Antileukotrienic Activity. Collection of Czechoslovak Chemical Communications, 69 (11). pp. 2098-2120. ISSN 0010-0765

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