Synthesis, Characterization and Cytotoxicity Evaluation of Some Novel Pyridine Derivatives

Abstract

Reaction of isonicotinaldehyde with 2-cyanoacetohydrazide afforded (E)-2-cyano-N'-(pyridin-4-ylmethylene)acetohydrazide (1). Compound 1 was used as the precursor for the synthesis of novel pyridine derivatives by reaction with different arylidene malononitriles, malononitrile and acetylacetone to give pyridine derivatives 5a-e, 6 and 7, respectively. 4,4'-Bipyridine derivatives 9a-d were synthesized by a three-component reaction of isonicotinaldehyde, 2-cyanoacetohydrazide and activated nitriles 8a-d. Treatment of compound 9a with different aromatic aldehydes gave [1,2,4] triazolo[1,5-a]pyridine derivatives 11a-c. All reaction products were characterized by analytical and spectral data. For the novel compounds their bioactivity as antitumor agents was examined for in vitro cytotoxicity against HepG-2 and MCF-7. It was found that compounds 9a and 9b have high cytotoxic activity against both HepG-2 and MCF-7.

Synthesis, characterization, and antimicrobial evaluation of some novel anthracene heterocycles derivatives

“…Compound (12) is converted into (12a) by tautomerization and autoxidation. [ 23 ] Heating under reflux an equimolar amount (0.001 mol) of 2‐cyano‐ N ‐((11 S ,15 R )‐12,14‐dioxo‐11,12,14,15‐tetrahydro‐9 H ‐9,10‐[3,4]epipyrroloanthracen‐13(10 H )‐yl)acetamide (1) and hydrazine hydrate in ethanol in the presence of TEA for 3 h gave (11 S ,15 R )‐13‐((5‐amino‐4 H ‐pyrazol‐3‐yl)amino)‐10,11‐dihydro‐9 H ‐9,10‐[3,4]epipyrroloanthracene‐12,14(13 H ,15 H )‐dione (16) . A suggested mechanism for such a reaction is outlined in Scheme 6.…”

Methylene Components Exchange in the Reaction of Cyanoacetohydrazide with 2-Amino-4-arylbuta-1,3-diene-1,1,3-tricarbonitriles

“…Compounds 4 are also promising lowmolecular-weight ligands with an antitumor effect for binding VEGFR-2 kinase [17], phosphodiesterase PDE4 [18], new antibacterial and fungicidal drugs [19], etc. In addition, 1,6-diaminopyridines 4 are used to obtain materials for nonlinear optics [8], azaheterocycles with anticancer action [11,[20][21][22], as well as PGE 2 inhibitors with anti-inflammatory activity [23].…”

Some Studies in Sulfadiazine Incorporating Pyridine, Pyrimidine, Oxadiazole, and Azo Moieties Endowed with Pharmaceutical Potency

“…This is especially correct for five membered-ring heterocyclic compounds, 21 which serve as the core components of a huge number of compounds that have a broad motivating range of biological action. [22][23][24] The goal of this study was to prepare new drugs for anticancer elucidation as a trial to give novel antitumor agents of a maximum action and minimize side effects. In this paper, the chosen sulfonamides regarding to pyridine, pyrimidine, oxadiazole, and azo compounds were elucidated and screened in vitro for prevention of the growth of HepG2 (human hepatocellular liver carcinoma cell lines), WI 38 (human lung fibroblasts), VERO (cell line was initiated from the kidney of a normal adult African green monkey), and MCF-7 (breast cancer cell lines) were compared with the known anticancer drug 5-fluorouracil (5-Fu) and as a trial to get more potent agents with lower toxicity.…”