Inductive influence of 4′-terpyridyl substituents on redox and spin state properties of iron(II) and cobalt(II) bis-terpyridyl complexes

Chambers, J. H.; Eaves, Bryan; Parker, D. F.; Claxton, Ronald; Rây, Prafulla Chandra; Slattery, Spencer J.

doi:10.1016/j.ica.2005.12.065

Cited by 77 publications

(72 citation statements)

References 15 publications

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“…The increased antineoplas-tic activity of the BpT series can be attributed to lower redox potentials of their Fe complexes than their corresponding DpT-Fe and NBpT-Fe (2-(3-nitrobenzoyl) pyridine thiosemicarbazone) complexes. This redox potential is detrimental to the redox activity of the complex and it is in agreement with previous studies using other Fe chelators [34,[45][46][47]. The NBpT series of compounds has higher redox potential than the BpT series and the incorporation of an electron-withdrawing group (i.e., -NO 2 ) increased the redox potential of the NBpT-Fe complexes.…”

Section: Benzoylpyridyl Thiosemicarbazonessupporting

confidence: 90%

Aryl- and Heteroaryl-Thiosemicarbazone Derivatives and Their Metal Complexes: A Pharmacological Template

Moorthy

Cerqueira²,

Ramos³

et al. 2013

Recent Patents on Anti-Cancer Drug Discovery

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In this review, we discuss the current patents concerning aryl/heteroaryl thiosemicarbazone derivatives as regards to their activities and properties, including coordination (chelation) properties. The mode of action of the aryl/heteroaryl thiosemicarbazone derivatives involves metal coordination with proteins or biological fluids that have metal ions in their structure. Additionally, these molecules can also form multiple hydrogen bonds through their (thio) amide and N3 nitrogen that ensure a strong interaction with the receptor. In some cases, strong -interactions can be observed too. Special attention is given to pyridyl, bis-pyridyl, benzoylpyridyl and isatin thiosemicarbazone derivatives that exhibit significant anticancer, antiviral and other activities in free and in metal complexed forms. This key biological role is often related with their capability to inhibit the enzyme ribonucleotide reductase, similar to what is observed with potent anticancer drugs such as Triapine and methisazone. Recent studies have revealed that thiosemicarbazone can also inhibit topoisomerase II enzyme. Thiosemicarbazone derivatives form coordination complex with various metals such as Zn, Cu, Fe, Co, Ni, Pt, Pd, etc., and these complexes provide better activities than the free thiosemicarbazones. Recent patents show that the controlled or sustained release dosage form of the thiosemicarbazone derivatives along with ionizing radiations is used for the treatment of proliferative diseases (US20110152281, US20110245304, US20120172217).

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Section: Benzoylpyridyl Thiosemicarbazonessupporting

confidence: 90%

Aryl- and Heteroaryl-Thiosemicarbazone Derivatives and Their Metal Complexes: A Pharmacological Template

Moorthy

Cerqueira²,

Ramos³

et al. 2013

Recent Patents on Anti-Cancer Drug Discovery

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“…In particular, the most nitrogen-rich complexes 1c and 1e, and 2c and 2e, have the highest oxidation potentials; and, hydroxylation 2+ and 2f makes E ½ more cathodic compared to their unhydroxylated congeners, by ca. 0.15 V for M = Fe and 0.10 V when M = Co. 44,45 In addition to these oxidations, the complexes show up to four complexes in solution (see above). Otherwise, the data indicate that hydroxylation of the ligand pyridyl donors substantially reduces the kinetic stability of the reduced complexes.…”

Section: Resultsmentioning

confidence: 96%

Iron(ii) and cobalt(ii) complexes of tris-azinyl analogues of 2,2′:6′,2′′-terpyridine

2013

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“…This is greater than the slope of the linear trend line of 0.7 kcal mol −1 per Hammett unit observed in a study on synthetic rubredoxins that examined only secondary coordination sphere effects, 7 but less than the slope of the linear trend line of 9.9 kcal mol −1 per Hammett unit observed in a study on a series of Fe II bis-terpyridyl complexes that examined primary coordination sphere effects. 11 …”

Section: Resultsmentioning

confidence: 99%

Sulfonamido tripods: Tuning redox potentials via ligand modifications

Lau

Borovik

2015

Polyhedron

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A series of FeII–OH2 complexes were synthesized with ligands based on the tetradentate sulfonamido tripod N,N',N"-[2,2',2"-nitrilotris(ethane-2,1-diyl)]-tris-({R-Ph}-sulfonamido). These complexes differ by the substituent on the aryl rings and were fully characterized, including their molecular structures via X-ray diffraction methods. All the complexes were five-coordinate with trigonal bipyramidal geometry. A linear correlation was observed between the electronic effects of each ligand, given by the Hammett constants of the para-substituents, and the potential of the FeII/FeIII redox couple, which were determined using cyclic voltammetry. It was found that the range of redox potentials for the complexes spanned approximately 160 mV.

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Inductive influence of 4′-terpyridyl substituents on redox and spin state properties of iron(II) and cobalt(II) bis-terpyridyl complexes

Cited by 77 publications

References 15 publications

Aryl- and Heteroaryl-Thiosemicarbazone Derivatives and Their Metal Complexes: A Pharmacological Template

Aryl- and Heteroaryl-Thiosemicarbazone Derivatives and Their Metal Complexes: A Pharmacological Template

Iron(ii) and cobalt(ii) complexes of tris-azinyl analogues of 2,2′:6′,2′′-terpyridine

Sulfonamido tripods: Tuning redox potentials via ligand modifications

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