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Synthesis, characterisation, nuclease and cytotoxic activity of phosphate-free and phosphate-containing copper $$4^{\prime }$$4′-(N-methylpyridinium)-$$2{,}2^{\prime }{:}6^{\prime }{,}2^{\prime \prime }$$2,2′:6′,2″ terpyridine complexes

Mononuclear Cu(II) pyridinium terpyridine based compounds, viz., [Cu(q- pytpy)(I)$$(\hbox {CH}_{3}\hbox {COO})](\hbox {I})\cdot (2\hbox {H}_{2}\hbox {O})$$(CH3COO)](I)·(2H2O) (1) and [Cu(dipp)(dippH)(q-pytpy)]$${\cdot }(2\hbox {H}_{2}\hbox {O}$$·(2H2O)(DMF) (2) were isolated by reacting $$\hbox {Cu}(\hbox {OAc})_{2}{\cdot }\hbox… Click to show full abstract

Mononuclear Cu(II) pyridinium terpyridine based compounds, viz., [Cu(q- pytpy)(I)$$(\hbox {CH}_{3}\hbox {COO})](\hbox {I})\cdot (2\hbox {H}_{2}\hbox {O})$$(CH3COO)](I)·(2H2O) (1) and [Cu(dipp)(dippH)(q-pytpy)]$${\cdot }(2\hbox {H}_{2}\hbox {O}$$·(2H2O)(DMF) (2) were isolated by reacting $$\hbox {Cu}(\hbox {OAc})_{2}{\cdot }\hbox {H}_{2}\hbox {O}$$Cu(OAc)2·H2O with $$4^{\prime }$$4′-(N-methylpyridinium)-2,$$2^{\prime }{:}6^{\prime }{,}2^{\prime \prime }$$2′:6′,2″-terpyridine (q-pytpy) in the presence of 2,6 diisopropylphenyl phosphate ($$\hbox {dippH}_{2}$$dippH2). Both the new compounds were isolated as single crystals and characterised by spectroscopic (IR, ESI-MS, EPR, UV–Vis), thermogravimetric and microanalytical techniques. The molecular structures of both the compounds were determined in the solid-state by single crystal X-ray diffraction studies. Complexes 1 and 2 were evaluated for their nuclease and in vitro anti-tumor activities against human breast and colorectal cancer cell lines. The DNA cleavage and cytotoxic assays revealed that both 1 and 2 are effective in cleaving DNA, while the cytotoxic activity of 1 is better than 2 in both human colon and breast cancer cell lines.Graphical AbstractSYNOPSIS New phosphate-free and phosphate containing mononuclear pyridinium terpyridine-based Cu (II) compounds, isolated from a single reaction, have been demonstrated as anti-proliferative agents in human colon and breast cancer lines.

Keywords: terpyridine; cytotoxic; hbox hbox; prime prime; hbox; phosphate

Journal Title: Journal of Chemical Sciences
Year Published: 2018

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