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In this study, the condensation reaction of hexachlorocyclotriphosphazene, N 3 P 3 Cl 6  ( HCCP ) with  N1 , N 3-bis(furan-2-ylmethyl)-1,3-diamino-propane ( 1 ) yielded tetrachlorobis(2-furanyl-methyl)monospiro(N/N)cyclotriphosphazene ( 2 ). Fully substituted tetraaminobis(2-furanylmethyl)-spiro(N/N)cyclotriphosphazenes ( 2a  and  2b ) were obtained by Cl replacement reactions with excess pyrrolidine and piperidine, respectively, using dry THF under reflux of  2 . The structures of the phosphazenes were confirmed by data obtained by elemental analysis, FT-IR, ESI-MS,  1 H,  13 C, and  31 P NMR. Moreover, the molecular structure of  2b  was elucidated by X-ray crystallography. The antiproliferative effects of phosphazenes ( 2 ,  2a , and  2b ) on prostate (PC-3) and colon cancer (HT-29) cell lines were determined by cell viability analysis using MTT assay. Antimigratory effects were also investigated by scratch analysis. In addition, the effects of compounds against genes involved in apoptosis and cell migration were evaluated by gene expression analysis. As a result, it was found that compound  2a  was more effective than compound  2b  in both prostate and colon cancer cell lines.

Bis(2-furanylmethyl)monospiro(N/N)cyclotriphosphazenes: synthesis, structural characterization, antiproliferative, and antimigratory activity studies