Interaction of ferrocene appended Ru(II), Rh(III) and Ir(III) dipyrrinato complexes with DNA/protein, molecular docking and antitumor activity

Paitandi, Rajendra Prasad; Gupta, Rakesh; Singh, Roop Shikha; Sharma, Gunjan; Koch, Biplob; Pandey, Daya Shankar

doi:10.1016/j.ejmech.2014.06.052

Cited by 91 publications

(40 citation statements)

References 88 publications

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“…13,17 Ever since Woodward reported Friedel−Crafts acylation of ferrocene, 18 various ferrocenyl derivatives have been synthesized using classical organic synthesis. 19,20 Ferrocenyl derivatives have appeared as attractive candidates for potential treatment of not only human cancers 21 but also infective diseases such as malaria, 22 fungal and bacterial infections, 23 and human immunodeficiency virus (HIV). 24 The biological attractiveness of ferrocene-based metallo complexes should be sought in their stability in aqueous solutions and air and then, in their ability to enter cells, in their ease of chemical modification and their redox activity.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Many chemists have shown particular interest in ferrocenyl derivatives that contain one or more heteroatoms, such as monodentate ligands that form coordinative bonds with transition metals or polydentate ligands that form several bonds with metal atoms (chelates). , Ever since Woodward reported Friedel–Crafts acylation of ferrocene, various ferrocenyl derivatives have been synthesized using classical organic synthesis. , Ferrocenyl derivatives have appeared as attractive candidates for potential treatment of not only human cancers but also infective diseases such as malaria, fungal and bacterial infections, and human immunodeficiency virus (HIV) . The biological attractiveness of ferrocene-based metallo complexes should be sought in their stability in aqueous solutions and air and then, in their ability to enter cells, in their ease of chemical modification and their redox activity. − Ferrocene itself is not cytotoxic, but the ferrocenium ionits singly charged cationis cytotoxic .…”

Section: Introductionmentioning

confidence: 99%

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Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

et al. 2018

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The two new heterometallic Ru(II)-tpy/ferrocene complexes [Ru(tpy)Cl2(mtefc)] (1) and [Ru(tpy)Cl2(mtpfc)] (2) (where tpy = 2,2′:6′,2′′-terpyridine, mtefc = (2-(methylthio)ethyl)ferrocene, and mtpfc = (3-(methylthio)propyl)ferrocene) have been synthesized and then characterized through elemental analysis, followed by various spectroscopic (IR, UV–vis, 1D and 2D NMR) and mass spectrometric techniques (MALDI TOF and ESI Q-TOF MS). UV–vis and fluorescence spectroscopy and viscometry were employed to study the interactions of the complexes 1 and 2 with calf thymus DNA. Both 1 and 2 expelled ethidium bromide (EB) from the EB/DNA complex (K sv = (1.5–1.8) × 104 M–1), which suggested that the complexes intercalated into the double helix of DNA. Both complexes strongly quenched the fluorescence of tryptophan residues in serum albumin through both static and dynamic quenching. Molecular docking confirmed the intercalative mode of complex interaction with DNA. The docking results implied that 1 and 2 interacted with hydrophobic residues of albumin, particularly with those lying in the proximity of Tyr 160. We here demonstrate the high cytotoxic potential of complexes 1 and 2 against the breast cancer cells that originated either from humans (MDA-MB-231) or from mice (4T1), with apoptosis being the main mechanism of complex-induced cell death. It is worth noting that both complexes promoted activation of innate and acquired antitumor immunity, which contributed to the reduced growth and progression of mammary carcinoma in vivo.

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Section: ■ Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

et al. 2018

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“…The proton spectrum of the ligand shows a singlet at δ 9.0 due to phenolic OH proton.In complexes, it was disappeared which confirms the coordination through oxygen. 14 The azomethine proton of the ligand was observed as a singlet at δ 11.3 in the free thiosemicarbazone ligand which was downfield in the spectra of the complexes at δ 11.5-11.8 ascribed the other coordination through azomethine N. 15 The aromatic protons of the ligand and the complexes were appeared as multiplet in the range δ 6.6-8.6. The other methyl and methylene protons were showed at δ 1.3 and δ 3.3-3.5 respectively.…”

Section: Nmr Spectramentioning

confidence: 98%

SYNTHESIS, CHARACTERIZATION AND CYTOTOXIC ANTIBACTERIAL ACTIVITY OF Ru(II) ETHOXYSALAL THIOSEMICARBAZONE COMPLEXES

Sampath¹,

Ashokkumar²,

Venkatachalam³

et al. 2019

RJC

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A set of complexes, [RuCl(CO)(B)(EPh3)L] (where E=P/As; B=PPh3/AsPh3/py; L = ligand), of ruthenium have been synthesized by solution method. The structure of the ruthenium(II) complexes were determined by microanalytical techniques and spectral techniques (CHNS, Infrared, ultraviolet-visible and NMR spectroscopic techniques). FT-IR results reveal that thiosemicarbazone is coordinated to Ru(II)via ONS. In addition, the structure of the compounds, thiosemicarbazone ligand and complexes, was confirmed by Nuclear Magnetic Resonance Spectroscopy. Further, the synthesized ligand and its complexes were analyzed against human pathogens.

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“…Generally, molecules/ complexes bind non-covalently (intercalation, groove-binding and external electrostatic mode) with DNA. The metal ion, ligands and geometry of the complexes affect the binding efficiency [27]. As a basic testing method, emissive titration study is unanimously employed method to find out the binding mode of metal complexes with DNA which usually involves the changes in emissive intensity and wavelength.…”

Section: Fluorescence Emissive Titrationmentioning

confidence: 99%

Ruthenium(II) carbonyl complexes containing thiourea ligand: Enhancing the biological assets through biomolecules interaction and enzyme mimetic activities

et al. 2019

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The ligand H 2 L (N-(N,N-diethylaminothiocarbonyl)benzimidoylchloride-2-aminoacetophenone-N-methylthiosemicarbazone) reacts with ruthenium(II) building blocks [RuHCl(CO)(EPh 3) 3 ] (E = P or As) to form new complexes [Ru(1,1-DT)(Cl 2)(CO)-(EPh 3) 2 ] (E = P or As; 1,1-DT = 1,1-diethylthiourea). The ligand H 2 L in these reactions undergoes C=N bond break and coordinates through sulfur atom of C=S group. Analytical and spectral (IR, UV-Vis, NMR, ESI-MS) methods were used to characterize the compounds. A distorted octahedral geometry for complexes has been furnished by X-ray crystallography, which confirmed the coordination mode of the ligand with metal precursor. The binding affinity and mode of binding of the complex towards some important biomolecules such as calf thymus DNA and bovine serum albumin protein were determined using absorption and emission spectra and found intercalative binding with calf thymus DNA and static interaction with bovine serum albumin. The in vitro cytotoxic activity of complex was assessed using human cervical cancer (HeLa), human hepatocellular carcinoma (HepG2), and normal Vero cells. Furthermore, the complex was found to possess significant enzyme mimic catalytic activity in oxidation and hydrolysis reactions.

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Interaction of ferrocene appended Ru(II), Rh(III) and Ir(III) dipyrrinato complexes with DNA/protein, molecular docking and antitumor activity

Cited by 91 publications

References 88 publications

Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

SYNTHESIS, CHARACTERIZATION AND CYTOTOXIC ANTIBACTERIAL ACTIVITY OF Ru(II) ETHOXYSALAL THIOSEMICARBAZONE COMPLEXES

Ruthenium(II) carbonyl complexes containing thiourea ligand: Enhancing the biological assets through biomolecules interaction and enzyme mimetic activities

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