Novel mononuclear Cu (II) terpyridine complexes: Impact of fused ring thiophene and thiazole head groups towards DNA/BSA interaction, cleavage and antiproliferative activity on HepG2 and triple negative CAL-51 cell line

Manikandamathavan, V. M.; Thangaraj, M.; Weyhermüller, Thomas; Parameswari, R; Punitha, V.N.; Murthy, Narasimha N.; Nair, Balachandran Unni

doi:10.1016/j.ejmech.2017.04.030

Cited by 51 publications

(29 citation statements)

References 56 publications

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“…The value of ΔGcomes out to be negative revealed that the spontaneous binding process. The observed values of ΔH and ΔS clearly show the entropy driven hydrophobic force rather than electrostatic interactions [42,43]:…”

Section: Bsa Binding Studiesmentioning

confidence: 94%

BSA binding studies of Co(II), Ni(II) and Cu(II) metal complexes of Schiff base derived from 2-hydroxy-4-methoxybenzaldehyde and 2-amino-6-methylbenzothiazole

2018

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T HE synthesis of Schiff base HL has been done by taking an equimolar ratio of 2-hydroxy-4-methoxybenzaldehyde and 2-amino-6-methylbenzothiazole. Ligand HL has been characterized by elemental analysis, IR, 1 H NMR, 13 C NMR and ESI-mass spectrometry. The metal complexes 1-6 have been synthesized by the reaction of ligand HL with hydrated Co(II), Ni(II) and Cu(II) chlorides in ethanol, in the ligand to metal molar ratio 1:1 and 2:1. The synthesized metal complexes 1-6 were characterized by elemental analysis, molar conductance, electronic spectra, IR, UV-visible and EPR spectra. TGA has been done to check the thermal stablity of ligand as well as metal complexes. Spectral data reveals that the ligand HL acts as uninegative bidentate for all metal complexes. The geometries of metal complexes 1-6 have been given on the basis of spectroscopic studies and optimized by density functional theory. The fluorescence techniques have been used to study the interactions of metal complexes towards bovine serum albumin (BSA). The results revealed that the fluorescence static quenching of BSA by metal complexes 1-6 and entropy driven hydrophobic interactions has been seen which could be useful for further drug design.

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Section: Bsa Binding Studiesmentioning

confidence: 94%

BSA binding studies of Co(II), Ni(II) and Cu(II) metal complexes of Schiff base derived from 2-hydroxy-4-methoxybenzaldehyde and 2-amino-6-methylbenzothiazole

2018

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“…The order 1 > 3 > 2 > 4 follows the Kb values in the range 10 5 -10 6 M -1 . The higher binding tendency of terpyridine complexes compared to phen complexes is due to the presence of extended planar aromatic ring in terpyridine [35]. The higher Kb value of the complexes 1 and 3 are owed to less hindered coordination environment which facilitates easy intercalation between the complexes and the DNA base pairs.…”

Section: H Nmr Spectramentioning

confidence: 99%

“…Viscometric method is very sensitive to the complete variations in the contour length of DNA strands. In classical intercalators, owing to perception of the metal complex into nucleobases, there is an elongation in the length of DNA double helix, leads to increase in the HS-DNA viscosity [35,37]. Thus, the viscometric measurements were carried out by increasing the concentration of complexes 1-4, keeping HS-DNA as constant.…”

Section: H Nmr Spectramentioning

confidence: 99%

“…. The spectra clearly show that the absorption bands of lanthanum complexes 1-4 have shown hypochromism with increasing concentration of DNA and slight bathochromic shift indicating the intercalative mode of binding[35]. The hypochromicity for the complexes 1-4 are 22.4-67.7 % and the slight Cyclic voltammogram of (a) 4-qtpy, (b) complex 1 and (c) complex 3 in DMF and TBAP is used as supporting electrolyte in the potential range -0.4 to 0.6 at the scan rate 10-100 mV (inset show the plot of peak current (ip) and the square root of scan rate v 1/2…”

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confidence: 95%

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Studies on DNA Interactions and Biological Activities of Lanthanum(III) Complexes with 4-Quinoline Terpyridine and 1,10-Phenanthroline

et al. 2019

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A series of lanthanum(III) complexes [La(4-qtpy)2(NO3)2](NO3) (1), [La(4-qtpy)3(NO3)](NO3)2 (2), [La(4-qtpy)(phen)(NO3)2](NO3) (3) and [La(4-qtpy)(phen)2(NO3)2](NO3) (4) (4-qtpy = 4′-[(4-quinoline)-2,2′;6′,2′′-terpyridine]) were synthesized and characterized. The cyclic voltammetric studies revealed that the complexes 1 and 3 are redox active. UV-visible absorption spectral studies and viscosity measurements revealed that complexes bind to DNA through intercalation. Complexes 1 and 3 have shown the highest binding propensity (Kb = 4.241 + 0.2 × 106 for 1 and 1.492 + 0.2 × 106 for 3). The results of chemical nuclease studies revealed that the complexes 3 and 4 have shown maximum chemical nuclease activity in the presence of H2O2 and the mechanism involves hydroxyl radicals. The antibacterial activities of the complexes 1 to 4 were tested against Gram positive and Gram negative bacteria in which complex 3 shows comparable results with the standard antibiotic tetracycline. The cytotoxic activities of 4-qtpy and complex 4 were done by MTT assay against HeLa cell lines.

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“…However, all these platinum‐based agents can be put to limited use due to having side effects or negative repercussions, including toxic side effects, general toxicity, and multidrug resistance when the subject is undergoing clinical chemotherapy, a topic which motivated researchers to try to synthesize and study the nonplatinum transition metal complexes, which have shown anticancer activities, less toxicities, and specific antitumor mechanism different from platinum‐based anticancer drugs . Recent advances have put fundamental focus on the application of copper (II) (Cu [II]) complexes as agents for fighting against cancer . Due to some characteristics and properties, such as being bioessential, less toxic, and being endogenous, copper has become quite significant within the field of anticancer studies .…”

Section: Introductionmentioning

confidence: 99%

A novel copper (II) complex activated both extrinsic and intrinsic apoptotic pathways in liver cancerous cells

Rezaei

Mahmoodi

Mohammadizadeh

et al. 2019

J of Cellular Biochemistry

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Recent advances have put fundamental focus on the application of copper (II) (Cu [II]) complexes as agents for fighting against cancer. To determine whether [Cu(L)(2imi)] complex as a novel Cu complex can induce apoptosis in HepG2 as cancerous cells and L929 as normal cells via extrinsic or intrinsic apoptotic pathways, both cell lines were treated for 24 and 48 hours at IC 50 concentrations of [Cu(L)(2imi)] complex. Then, the expression of some apoptosis-related genes including p53, caspase-8, bcl-2, and bax were assayed by real-time polymerase chain reaction. The [Cu(L)(2imi)] complex seems to inhibit the expression of bcl-2 in complex-treated HepG2 cancerous cells following the 24-and 48-hour treatment. The complex upregulated the p53, bax, and caspase-8 genes, therefore treatment of HepG2 cancerous cells with [Cu(L)(2imi)] complex induces programmed cell death via the upregulation of relative bax/bcl-2 ratio. Finally, this copper complex triggered apoptosis in HepG2 cells via both intrinsic and extrinsic pathway, whereas treatment of normal L929 cells with this complex induce apoptosis only via intrinsic pathway with the upregulation of relative bax/bcl-2 ratio and does not affect the expression level of caspase-8 gene and does not trigger the extrinsic pathway. Finally, these results obtained from present study confirm the role of a novel Cu complex on the induction of apoptosis process in HepG2 and L929 cells by overexpression of bax, inhibition of bcl-2 and increase of the relative bax/bcl-2 ratio. These results support that the [Cu(L)(2imi)] complex is able to induce apoptosis in cancerous cells, therefore, it has a potential for development as a novel anticancer drug. K E Y W O R D S bax, bcl-2, caspase-8, [Cu(L)(2imi)] complex, hepatocellular carcinoma, p53

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Novel mononuclear Cu (II) terpyridine complexes: Impact of fused ring thiophene and thiazole head groups towards DNA/BSA interaction, cleavage and antiproliferative activity on HepG2 and triple negative CAL-51 cell line

Cited by 51 publications

References 56 publications

BSA binding studies of Co(II), Ni(II) and Cu(II) metal complexes of Schiff base derived from 2-hydroxy-4-methoxybenzaldehyde and 2-amino-6-methylbenzothiazole

BSA binding studies of Co(II), Ni(II) and Cu(II) metal complexes of Schiff base derived from 2-hydroxy-4-methoxybenzaldehyde and 2-amino-6-methylbenzothiazole

Studies on DNA Interactions and Biological Activities of Lanthanum(III) Complexes with 4-Quinoline Terpyridine and 1,10-Phenanthroline

A novel copper (II) complex activated both extrinsic and intrinsic apoptotic pathways in liver cancerous cells

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