Premium
New Bis(dihydropyridine‐3,5‐dicarbonitrile) Derivatives: Green Synthesis and Cytotoxic Activity Evaluation
Author(s) -
Abdelmoniem Amr M.,
Salaheldin Taher A.,
Abdelhamid Ismail A.,
Elwahy Ahmed H. M.
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2867
Subject(s) - chemistry , malononitrile , piperidine , dihydropyridine , cytotoxicity , ethanol , knoevenagel condensation , catalysis , ic50 , combinatorial chemistry , stereochemistry , organic chemistry , in vitro , biochemistry , calcium
A synthesis of bis(dihydropyridine‐3,5‐dicarbonitrile) by a three‐component reaction of one equivalent of bis‐cyanoacetamides with two equivalents of both arylaldehydes and malononitrile in ethanol‐containing piperidine is reported. Bis‐cyanopyridones could also be obtained by the condensation of bis‐cyanoacetamides with substituted arylidenemalononitriles in the presence of piperidine, chitosan, or montmorillonite as basic catalysts. The cytotoxicity of the synthesized products against the heterogeneous human epithelial colorectal adenocarcinoma cell line (Caco‐2) was assessed by WST‐1 assay with concentration dependent cellular growth inhibitory effect especially for compounds 5l , 5h , and 5d . The dose response curves indicate that IC50 were 87 ± 3.11 μg/mL, 104 ± 4.78 μg/mL, and 108 ± 5.12 μg/mL, respectively.