Metal-assisted red light-induced efficient DNA cleavage by dipyridoquinoxaline-copper(<scp>ii</scp>) complex

Dhar, Shanta; Senapati, Dulal; Reddy, Pattubala A. N.; Das, Puspendu K.; Chakravarty, Akhil R.

doi:10.1039/b308344f

Cited by 77 publications

(92 citation statements)

References 16 publications

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“…The photo-activated oxovanadium(IV) species in near-IR light could reduce the metal forming reactive V III species that may lead to the formation of hydroxy radicals following a Fenton-like mechanism which is known for copper-dipyridoquinoxaline and ironbleomycin species. [63][64][65] The DNA cleavage reaction in UV-A light of 365 nm is likely to involve the photoactive ligands having phenazine (in dppz) or pyrenyl (in py-tpy) moiety to facilitate the singlet oxygen pathway.…”

Section: Mechanistic Studiesmentioning

confidence: 99%

Terpyridine Oxovanadium(IV) Complexes of Phenanthroline Bases for Cellular Imaging and Photocytotoxicity in HeLa Cells

et al. 2011

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Oxovanadium(IV) complexes [VO(N‐N‐N)(N‐N)](NO3)2 (1–4) of (4′‐phenyl)‐2,2′:6′,2″‐terpyridine (ph‐tpy in 1 and 2) or (4′‐pyrenyl)‐2,2′:6′,2″‐terpyridine (py‐tpy in 3 and 4) having N‐N as 1,10‐phenanthroline (phen in 1 and 3) or dipyrido[3,2‐a:2′,3′‐c]phenazine (dppz in 2 and 4) are prepared and characterized. The crystal structure of 1 has VO2+ group in VN5O coordination geometry. The terpyridine ligand coordinates in a meridional binding mode. The phen ligand displays a chelating mode of binding with an N‐donor site trans to the vanadyl oxo group. The complexes show a d‐d band in the range of 710–770 nm in aqueous DMF (4:1 v/v). The complexes exhibit an irreversible VIV/VIII redox response near –1.0 V vs. SCE in aqueous DMF/0.1 M KCl. The complexes bind to CT DNA giving Kb values within 3.5 × 105 to 1.2 × 106 M–1. The complexes show poor chemical nuclease activity in dark. Complexes 2–4 show photonuclease activity in UV‐A light of 365 nm forming 1O2 and ·OH. Complex 4 shows DNA photocleavage activity at near‐IR light of 785 nm forming ·OH radicals. Complexes 2 and 4 show significant photocytotoxicity in HeLa cancer cells. Uptake of the complexes in HeLa cells, studied by fluorescence imaging, show predominantly cytosolic localization inside the cells.

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Section: Mechanistic Studiesmentioning

confidence: 99%

Terpyridine Oxovanadium(IV) Complexes of Phenanthroline Bases for Cellular Imaging and Photocytotoxicity in HeLa Cells

et al. 2011

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“…Chakravarty et al recently explored extensively the transition metal-based chemistry toward cleavage of DNA under the physiological condition by oxidative as well as photochemical means on charge transfer or d-d band excitation [22][23][24][25][26][27][28][29]. Designing and synthesis of bio-essential amino acid based transition metal complexes which are capable of cleaving DNA attracted much attention in the very recent time [30][31][32][33][34][35][36]. We have also previously reported chemical nuclease activity of proline/leucine/isoleucine based copper(II) complexes under physiological condition [37,38].…”

Section: Introductionmentioning

confidence: 99%

New ternary copper(II) complexes of l-alanine and heterocyclic bases: DNA binding and oxidative DNA cleavage activity

Chetana

Rao

Roy

et al. 2009

Inorganica Chimica Acta

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“…This process is thought to be mediated by metal d-d and dpq quinoxaline triplet states. [48] The corresponding octahedral trisdipyridoquinoxaline complexes [M(dpq) 3 ] 2+ with M = Fe II , Co II , Ni II , and Zn II also showed a groove-binding DNA interaction and photoinduced cleavage of double-stranded plasmid DNA, but with distinct reactivity depending on the metal center. [49] The Fe II and Zn II complexes only cleave DNA upon UV light activation, whereas the divalent cobalt compound can also be activated with visible light.…”

Section: Other Metal Complexesmentioning

confidence: 97%

Photoactivated Biological Activity of Transition‐Metal Complexes

2010

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Keywords: Photochemistry / CO releasing molecules / NO releasing molecules / Biological activity / Prodrugs / DNA cleavage Photochemical activation is a very attractive way to achieve precise spatial and temporal control of the biological action of transition-metal complexes that behave as inactive "prodrugs" in the dark. A significant amount of work has been devoted to metal complexes that act on DNA. In this area, focus has been on ruthenium and rhodium polypyridyl compounds, but copper, iron, cobalt, and vanadium complexes also find increasing application as photoactivable DNA cleaving agents, with excitation sometimes even possible in the near IR region. Most often, the activity of these systems is based on the formation of reactive radical species. Another

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Metal-assisted red light-induced efficient DNA cleavage by dipyridoquinoxaline-copper(ii) complex

Cited by 77 publications

References 16 publications

Terpyridine Oxovanadium(IV) Complexes of Phenanthroline Bases for Cellular Imaging and Photocytotoxicity in HeLa Cells

Terpyridine Oxovanadium(IV) Complexes of Phenanthroline Bases for Cellular Imaging and Photocytotoxicity in HeLa Cells

New ternary copper(II) complexes of l-alanine and heterocyclic bases: DNA binding and oxidative DNA cleavage activity

Photoactivated Biological Activity of Transition‐Metal Complexes

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