Synthesis of 1,6-hexanediyl-bis(semicarbazides) and 1,6-hexanediyl-bis(1,2,4-triazol-5-ones) and their antiproliferative and antimicrobial activity

A series of 1,6-bis(3-substituted 1,5-dihydro-5-oxo-4H-1,2,4-triazol- -4-yl)hexanes 3a-g were synthesized by the cyclization reaction of 1,6-bis{((2- -substituted hydrazinyl)carbonyl)amino}hexanes 2a-g in alkaline medium. The new derivatives 3a-c were screened in vitro for their antiproliferative and anti- cancer activity in human tumor cell lines derived from breast and lung car- cinoma cells. Compounds 3a (at a concentration of 0.18 mM), 3b (at concen- trations of 0.12 and 0.02 mM) and 3c (at concentrations of 0.23 and 0.11 mM) were found to be the most effective against the lung cell line. Compound 3a had the greatest antiproliferative effect on the breast carcinoma cell line. Re- presentative compounds were established and evaluated as antimicrobial agents. All the tested derivatives showed minimum inhibitory concentrations (MIC) in the range 1.87-7.5 µg mL -1 . Compound 3b was the most effective against Can- dida albicans (MIC 1.87 µg mL -1 ).