2019
DOI: 10.1016/j.bioorg.2019.03.045
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Synthesis of TPEN variants to improve cancer cells selective killing capacity

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Cited by 11 publications
(6 citation statements)
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“…The polypyridylamine hexadentate ligand, N,N,N′,N′‐tetrakis(2‐pyridylmethyl)ethylenediamine (TPEN), is a chelating agent with a high affinity for transition metal ions, such as zinc, [ 10 ] copper, [ 11 ] and nickel. [ 12 ] TPEN is widely used in research to investigate the roles of metal ions in various biological processes.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…The polypyridylamine hexadentate ligand, N,N,N′,N′‐tetrakis(2‐pyridylmethyl)ethylenediamine (TPEN), is a chelating agent with a high affinity for transition metal ions, such as zinc, [ 10 ] copper, [ 11 ] and nickel. [ 12 ] TPEN is widely used in research to investigate the roles of metal ions in various biological processes.…”
Section: Resultsmentioning
confidence: 99%
“…On the other hand, the Fe(III) oxidation state encounters challenges in achieving similar stability due to the removal of an electron, leading to the formation of a less stable complex. Notably, the stability constants of both the TPEN‐Fe 3+ and Fe 2+ iron complexes in solution are reported to be around 14.6, [ 11 ] suggesting that the redox potential of this TPEN complex, ≈0.77 V, [ 16 ] is well‐suited for serving as a promising posolyte species in an ARFB. The solubility of Fe II (TPEN)Cl 2 is 1.46 m in DI water (Figure 1c and Supporting Information, p2).…”
Section: Resultsmentioning
confidence: 99%
“…Synthesis of the MeTPEN ligand was carried out using a modified literature procedure. 23,37,38 Picolylchloride hydrochloride salt (3.3 g, 20.24 mmol) was dissolved in 15 mL H 2 O followed by the addition of N 1 -methylethane-1,2-diamine (500 mg, 6.74 mmol) in a 50 mL round-bottom flask equipped with a magnetic stirring bar. Aqueous NaOH solution (2.2 g in 10 mL) was added dropwise over a period of an hour and the reaction was stirred at room temperature for 7 days.…”
Section: Synthesis Of Nmentioning
confidence: 99%
“…However, as it is able to permeate through cell membranes, non‐targeted delivery of TPEN causes off‐target effects by interfering with the function of metalloproteins and produces a harsh metal depleted environment. Researchers have studied the pro‐apoptotic effect of TPEN in various cell lines and have reported that a low micromolar concentration of 3–5 μM of free TPEN is cytotoxic in nature [19,20,21] . Thus apart from the toxicity issues associated with TPEN, water‐insolubility and cell membrane permeability are some of the other many drawbacks that restricts researchers from exploring TPEN as a potential therapeutic agent [22,23] …”
Section: Introductionmentioning
confidence: 99%
“…Researchers have studied the pro-apoptotic effect of TPEN in various cell lines and have reported that a low micromolar concentration of 3-5 μM of free TPEN is cytotoxic in nature. [19,20,21] Thus apart from the toxicity issues associated with TPEN, water-insolubility and cell membrane permeability are some of the other many drawbacks that restricts researchers from exploring TPEN as a potential therapeutic agent. [22,23] To address these delivery challenges surrounding this potentially promising therapeutic for treating zinc-related inflammatory diseases we synthesized and tested TPEN loaded nucleic acid nanocapsules (NANs).…”
Section: Introductionmentioning
confidence: 99%