Journal
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume 89, Issue -, Pages 835-843Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2013.12.032
Keywords
4-Piperidone; Ylidenemalononitrile; 4H-Pyrano[3,2-c]pyridine-3-carbonitrile; Bronchodilation; QSAR
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Funding
- Science and Technology Development Fund (STDF), Egypt [1357]
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A statistically significant QSAR model describing the bioactivity of bronchodilatory active 4H-pyrano[3,2-c]pyridine-3-carbonitriles (N = 41, n = 8, R-2 = 0.824, R-cv(2) = 0.724, F = 18.749, s(2) = 0.0018) was obtained employing CODESSA-Pro software. The bronchodilatory active 4H-pyrano[3,2-c]pyridine-3-carbonitriles 17-57 were synthesized through a facile approach via reaction of 1-alkyl-4-piperidones 1-4 with ylidenemalononitriles 5-16 in methanol in the presence of sodium. The bronchodilation properties of 17 -57 were investigated in vitro using isolated guinea pig tracheal rings pre-contracted with histamine (standard method) and compared with theophylline (standard reference). Most of the compounds synthesized exhibit promising bronchodilation properties especially, compounds 25 and 28. (C) 2014 Elsevier Masson SAS. All rights reserved.
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