1 research outputs found
One-pot, four-component synthesis of novel cytotoxic agents 1-(5-aryl-1,3,4-oxadiazol-2-yl)-1-(1H-pyrrol-2-yl)methanamines
A series of N-benzyl-1-(5-aryl-1,3,4-oxadiazol-2-yl)-1-(1H-pyrrol-2-yl)methanamines were synthesized
via one-pot reaction of appropriate benzylamine, pyrrole-2-carbaldehyde, (N-isocyanimino)triphenylphosphorane,
and a carboxylic acid. The anti-tumor potential of title compounds was tested against
several cancer cell lines by using MTT assay. Some tested compounds including 5e, 5p and 5q exhibited
comparable or better cytotoxic activity against A549, HT29 or HT1080 cells in comparison to the reference
drug doxorubicin. Also, the cytotoxic activity of compounds 5d and 5n against MCF-7 was better
than that of doxorubicin. Compound 5n with IC50 value of 4.3 mM was 4-fold more potent than doxorubicin.
The structureeactivity relationship study revealed that the introduction of halogen atoms on
both 5-phenyl ring and N-benzyl part improved the cytotoxic activity against all tested cell lines