Dapson in Heterocyclic Chemistry, Part V: Synthesis, Molecular Docking and Anticancer Activity of Some Novel Sulfonylbiscompounds Carrying Biologically Active Dihydropyridine, Dihydroisoquinoline, 1,3-Dithiolan, 1,3-Dithian, Acrylamide, Pyrazole, Pyrazolopyrimidine and Benzochromenemoieties

摘要

N , N ′-(4,4′-Sulfonylbis(4,1-phenylene))bis(2-cyanoacetamid) 2 was utilized as a key intermediate for the synthesis of novel dihydropyridines 3 , 4 , 8 , dihydroisoquinolines 5 – 7 , dithiolan 10 , dithian 11 , acrylamide 12 , benzochromenes 17 and 18 and chromenopyridones 19 and 20 . Compound 2 was the starting material in the synthesis of the acrylamide derivative 14 , the pyrazole derivative 15 and the pyrazolopyrimidine derivative 16 . All the synthesized compounds were evaluated for their in vitro anticancer activity against human breast cancer cell line (MCF7). Compound 19 showed the best cytotoxic activity with IC₅₀ value 19.36?μ M . In addition, molecular docking study of the synthesized compounds on the active sites of farnesyltransferase and arginine methyltransferase was performed in order to give a suggestion about the mechanism of action of their cytotoxic activity.