Biological evaluation of redox stable cisplatin/Cu(II)-DNA adducts as potential anticancer agents

Kathiresan, Sellamuthu; Dhivya, Raman; Vigneshwar, Murugesan; Rajasekaran, Marichamy; Ranjani, Jyothi; Rajendhran, Jeyaprakash; Srinivasan, S.; Mugesh, Subramanian; Murugan, Marudhamuthu; Athappan, Periakaruppan; Annaraj, Jamespandi

doi:10.1080/00958972.2015.1105366

Cited by 17 publications

(11 citation statements)

References 68 publications

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“…During the addition of increasing concentrations of DNA to the complex in Tris‐HCl buffer, a large potential shift was observed for complex 1 , while complex 3 underwent a slight shift compared to 1 . These observations confirmed a different mode of interaction from the above discussed spectral observations, and they may also interact covalently with the N7 guanine bases of DNA by the replacement of H 2 O/OH and constructed a new CuN4‐DNA complex like our previous complexes and cisplatin …”

Section: Resultssupporting

confidence: 80%

“…Figure , curves for both complexes in Tris–HCl buffer at pH 7.14 as solvent instead of CH 3 CN (Figure S11). This may due to the replacement and trans‐effect of diaqua/hydroxide ligands (H 2 O/OH) (diaquation or hydrolysis) with the existing labile chloride atom in the complexes as our previous report . The cyclic voltammetric behaviour of complexes 1 and 3 in the absence and presence of HS–DNA were studied at a scan rate of 100 mV/s and the results are summarized in Table .…”

Section: Resultsmentioning

confidence: 83%

“…However, the existing labile chloride ions in the ligands architecture of these complexes, may lead to a different mode of interaction like cisplatin. These complexes may interact through the replacement of two labile chloride ions by N7 guanine bases of DNA as in previous reports, including ours . The intrinsic DNA binding constants, K b were calculated, to determined the binding strength of the complexes (inset in Figure ), 3.62 × 10 4 M ‐1 , 1 ; 0.73 × 10 4 M ‐1 , 2 ; 3.87 × 10 4 M ‐1 , 3 ; 1.19 × 10 4 M ‐1 , 4 respectively.…”

Section: Resultsmentioning

confidence: 89%

“…However, their significant success is retarded due to some drawbacks like drug resistance, normal tissue toxicity and neurotoxicity . The proposed Cu(II) or Ni(II) complexes consists of two labile chlorine atoms as cisplatin analogues, illustrated promising biological properties as well as chemotherapeutic potentials . Therefore, researchers have focused much attention on Cu(II) and Ni(II) complexes as better alternatives to Pt(II) complexes in this field.…”

Section: Introductionmentioning

confidence: 99%

“…‐ Since, DNA is the primary target molecule for most anticancer and antiviral therapies, its changes during the course of interaction with small drugs or metal complexes has to be evaluated . Basically metal complexes interact with double helix DNA via either covalent, or non‐covalent modes of interactions …”

Section: Introductionmentioning

confidence: 99%

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Cu(II) and Ni(II) Complexes of Anthracene‐Affixed Schiff Base: A Conflict between Covalent and Stacking Interactions with DNA Bases

2017

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Four new mononuclear complexes [Cu(L1)Cl 2 ] (1), [Ni(L1)Cl 2 ] (2), [Cu(L2)Cl 2 ] (3) and [Ni(L2)Cl 2 ] (4), where L1 (1-(anthracen-9-yl)-N-(1H-benzo[d]imidazole-2-yl)methanimine) and L2 (1-(anthracen-9-yl)-N-(benzo[d]thiazol-2yl)methanimine) have been synthesized and characterized by various spectral and electro analytical techniques. The molecular structure of the ligands L1 and L2 were determined by the single crystal XRD method. The absorption and emission spectral approaches revealed that these complexes may partially be stacking in between the DNA bases. In contrast, the possibility of their covalent interaction was evaluated through the cyclic voltammetric techniques. All these obtained results revealed that the complexes 1-4 could interact with HS-DNA via covalent/partial intercalation modes and the quenching mechanism of BSA by all these complexes are through static mode. In addition, the in vitro cytotoxicity of the complexes on human gastric cancer cell lines have been observed by MTT and the fluorescence-based morphological assessment obtained using Hoechst 33342 staining reveals that these complexes induces apoptosis against AGS cancer cells, among them best result was obtained for complex 3 (8.9 mM).

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Section: Resultssupporting

confidence: 80%

Section: Resultsmentioning

confidence: 83%

Section: Resultsmentioning

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Cu(II) and Ni(II) Complexes of Anthracene‐Affixed Schiff Base: A Conflict between Covalent and Stacking Interactions with DNA Bases

2017

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Bioactive mono/bis (carboxyamide) based Co (II), Ni (II) and Cu (II) complexes: Synthesis, Characterization, DNA binding and Anticancer Potentials

Dhivya

Kathiresan

Vigneshwar

et al. 2018

Applied Organom Chemis

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Bioactive carboxyamide ligated Cu II (1), Co II (2) and Ni II (3) complexes have been synthesized and characterized using various physico-chemical techniques. In particular, the occurred slightly distorted square planar geometry in complex 1 was confirmed by single X-ray crystal structure. Their (1, 2 and 3) potential interactions with herring sperm DNA (HS-DNA) have been investigated using spectral and electrochemical techniques. All these studies suggested that the complex 1 could partially penetrated in the sugar phosphate backbone and stacked in between the DNA base pairs, while the other complexes 2 & 3 could bound only on the grooves of HS-DNA due to their bi-ligated architecture around the metal centre. The potent cytotoxicity of L and its complexes 1-3 was also evaluated against AGS human gastric cancer cells. Hoechst 33342/PI double staining images revealed that the complexes significantly induced cell death through apoptosis. In vivo administration of complex 1 remarkably inhibits the tumor growth in male Swiss albino mice, moreover it did not show any hepatotoxicity in mice. All these observed results suggested that these complexes may utilized as good conventional therapeutic agents in the near feature after a series of biological assessments.

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Human topoisomerase inhibition and DNA/BSA binding of Ru(II)–SCAR complexes as potential anticancer candidates for oral application

et al. 2017

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Three ruthenium(II) phosphine/diimine/picolinate complexes were selected aimed at investigating anticancer activity against several cancer cell lines and the capacity of inhibiting the supercoiled DNA relaxation mediated by human topoisomerase IB (Top 1). The structure-lipophilicity relationship in membrane permeability using the Caco-2 cells have also been evaluated in this study. SCAR 5 was found to present 45 times more cytotoxicity against breast cancer cell when compared to cisplatin. SCAR 4 and 5 were both found to be capable of inhibiting the supercoiled DNA relaxation mediated by Top 1. Interaction studies showed that SCAR 4 and 5 can bind to DNA through electrostatic interactions while SCAR 6 is able to bind covalently to DNA. The complexes SCAR were found to interact differently with bovine serum albumin (BSA) suggesting hydrophobic interactions with albumin. The permeability of all complexes was seen to be dependent on their lipophilicity. SCAR 4 and 5 exhibited high membrane permeability (P > 10 × 10 cm·s) in the presence of BSA. The complexes may pass through Caco-2 monolayer via passive diffusion mechanism and our results suggest that lipophilicity and interaction with BSA may influence the complexes permeation. In conclusion, we demonstrated that complexes have powerful pharmacological activity, with different results for each complex depending on the combination of their ligands.

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Biological evaluation of redox stable cisplatin/Cu(II)-DNA adducts as potential anticancer agents

Cited by 17 publications

References 68 publications

Cu(II) and Ni(II) Complexes of Anthracene‐Affixed Schiff Base: A Conflict between Covalent and Stacking Interactions with DNA Bases

Cu(II) and Ni(II) Complexes of Anthracene‐Affixed Schiff Base: A Conflict between Covalent and Stacking Interactions with DNA Bases

Bioactive mono/bis (carboxyamide) based Co (II), Ni (II) and Cu (II) complexes: Synthesis, Characterization, DNA binding and Anticancer Potentials

Human topoisomerase inhibition and DNA/BSA binding of Ru(II)–SCAR complexes as potential anticancer candidates for oral application

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