Self-recognition of the racemic ligand in the formation of homochiral dinuclear V(V) complex: In vitro anticancer activity, DNA and HSA interaction

Kazemi, Zahra; Rudbari, Hadi Amiri; Mirkhani, Valiollah; Sahihi, Mehdi; Tangestaninejad, Shahram; Mohammadpoor‐Baltork, Iraj; Kajani, Abolghasem Abbasi; Azimi, Gholamhassan

doi:10.1016/j.ejmech.2017.04.053

Cited by 38 publications

(29 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Another important mechanism, of some vanadium compounds to also exhibit antiproliferative and cytotoxic effects, might be through interactions with DNA [24,179,225,226] either by interacting with DNA's nucleotide phosphate groups as propose in the case of vanadocene complexes [183,227] or through the direct intercalation with DNA such as vanadium complex of 4-pyridinecarboxylic acid, 2-[(2-hydroxy)-1-naphthalenylene] hydrazide and 1,10phenanthroline (VO-(Pahn)phen), resulting in increased ROS and oxidative DNA damage [191,198,228]. Some vanadecene complexes with non-essential amino acids have been reported in the literature [183,229], such as proline and glycine; however, it is unknown whether this class of complexes produces antitumor effects or whether it is capable of interacting with the genetic material.…”

Section: Bioinorganic Implication and Application Of Vanadium Complexesmentioning

confidence: 99%

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Carpio

Hernández

Ciangherotti

et al. 2018

Coordination Chemistry Reviews

106

View full text Add to dashboard Cite

a b s t r a c tIn the last 30 years, since the discovery that vanadium is a cofactor found in certain enzymes of tunicates and possibly in mammals, different vanadium-based drugs have been developed targeting to treat different pathologies. So far, the in vitro studies of the insulin mimetic, antitumor and antiparasitic activity of certain compounds of vanadium have resulted in a great boom of its inorganic and bioinorganic chemistry. Chemical speciation studies of vanadium with amino acids under controlled conditions or, even in blood plasma, are essential for the understanding of the biotransformation of e.g. vanadium antidiabetic complexes at the physiological level, providing clues of their mechanism of action. The present article carries out a bibliographical research emphaticizing the chemical speciation of the vanadium with different amino acids and reviewing also some other important aspects such as its chemistry and therapeutical applications of several vanadium complexes.

show abstract

Section: Bioinorganic Implication and Application Of Vanadium Complexesmentioning

confidence: 99%

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Carpio

Hernández

Ciangherotti

et al. 2018

Coordination Chemistry Reviews

106

View full text Add to dashboard Cite

show abstract

“…The arrangement around the bridging O2 atom with V–O2–V angles of 117.1(3)° for the pydip complex and 129.5(6)° for the pyphen derivative revealing a syn‐angular configuration . Essential bond lengths show comparable values to other syn‐angular configured oxido‐bridged complexes with similar ligand systems (details in Tables S1 and S2, Supporting Information) …”

Section: Resultsmentioning

confidence: 82%

Controlling Nuclearity and Stereochemistry in Vanadyl(V) and Mixed Valent V^IV/V^V Complexes of Oxido‐Pincer Pyridine‐2,6‐dimethanol Ligands

Nitsche

Schmitz

Stirnat

et al. 2018

Zeitschrift anorg allge chemie

View full text Add to dashboard Cite

The coordination chemistry of three oxido‐pincer ligands 2,6‐(HOCR2)2(pyridine) (H2L) based on 2,6‐pyridinedimethanol [R = H (H2pydim), Me (H2pydip), Ph (H2pyphen)] towards vanadium(V) was explored. Reaction of NH4VO3 with the protoligands H2L gave the dinuclear complexes [(L)OV(μ‐O)VO(L)]. Mononuclear anionic species [VO2(L)]–, which were isolated as alkaline metal salts were obtained from reactions of [VO(acac)2] (acac– = acetylacetonate) and H2L under basic conditions and addition of HCl to these species allowed to isolate the unprecedented oxido chlorido complexes [VOCl(L)] for pydip and pyphen. Cyclic voltammograms of the dinuclear [V2O3(L)2] and mononuclear [VOCl(L)] complexes show reversible VV/VIV reduction waves, while corresponding waves of the anionic [VO2(L)]– are completely irreversible. The mixed‐valent VIV/VV species [V2O3(L)2]·– were characterized by EPR and UV/Vis spectroelectrochemistry revealing a delocalized system with a 15 line EPR spectrum and an intervalence charge transfer (IVCT) band for the bulky pyphen ligand but localized radicals in case of the pydim and pydip derivatives (8 line EPR, no IVCT). DFT calculated structures of the three derivatives show an V–O–V arrangement for [V2O3(pyphen)2]·– of about 145° ideally suited for delocalization, whereas for [V2O3(pydip)2]·– an angle of 128° was found.

show abstract

“…On another hand, the ligand (C 32 H 28 N 4 ) (1) showed less cytotoxicity effect than complexes ( 3 ) which present the highest cytotoxicity activity in all the studied cancer cell lines under identical conditions, may be showing a higher Cu (II) ions exchange between complex (3) and cancer cell membranes. This would suggest that the chelation could facilitate the ability of Cu (II) to cross cancer cell membranes and can be explained by Tweedy's chelation theory . From the data it was also observed that the activity depends upon the type of metal ion and its stability in the following order of the metal ion: Cu (II) > Fe (II) > Ni (II).…”

Section: Resultsmentioning

confidence: 84%

Synthesis and characterization of Ni (II), Cu (II), Fe (II) and Fe₃O₄ nanoparticle complexes with tetraaza macrocyclic Schiff base ligand for antimicrobial activity and cytotoxic activity against cancer and normal cells

Chaabane

Chahdoura²,

Moslah

et al. 2019

Applied Organom Chemis

View full text Add to dashboard Cite

This work describes a simple synthesis of complexes of the type [M(C32H28N4)Cl2], where M = Ni (II), Cu (II) and Fe (II) and a novel complex of magnetite nanoparticle (Fe3O4NP) inside (INS) tetraaza macrocyclic Schiff base ligand (C32H28N4): [Fe3O4NP‐INS‐(C32H28N4)], which was prepared by using a novel co‐precipitation method of coordinated ferric ion (Fe3+) in the complex [Fe(C32H28N4)Cl2] under mild conditions. The synthesized compounds were characterized and compared with a various physic‐chemical techniques like: Fourier transform infrared (FT‐IR), ultraviolet–visible spectroscopic techniques (UV–Vis), 1‐dimensional (1D) 1H‐NMR, 13C‐NMR spectroscopic techniques, mass spectra, Powder X‐ray diffraction (PXRD), Vibrating sample magnetometer (VSM), Scanning electron microscopy (SEM), elemental analysis and molar conductance measurements. Furthermore, the highest saturation magnetization was 26.56 emu.g−1 obtained from [Fe3O4NP‐INS‐(C32H28N4)] (diameter of Fe3O4NPs~20.87 nm) that prove easy separation by an external magnetic field. In vitro screening of all the compounds against different species of bacteria and fungi shows that [Fe3O4NP‐INS‐(C32H28N4)] is effective against the tested strains as compared to the tetraaza macrocyclic ligand and selected complexes. The cytotoxic activity of the all compounds was also examined in 3 human tumor cell lines as U87, MDA‐MB‐231 and LS‐174. The complex [Fe3O4NP‐INS‐(C32H28N4)] shows moderate and strong cytotoxic activity against brain cancer, colon cancer and breast cancer (U87, MDA‐MB‐231 and LS‐174 respectively), without showing cytotoxicity towards peripheral blood mononucleocyte (PBMC) cells.

show abstract

Self-recognition of the racemic ligand in the formation of homochiral dinuclear V(V) complex: In vitro anticancer activity, DNA and HSA interaction

Cited by 38 publications

References 46 publications

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Controlling Nuclearity and Stereochemistry in Vanadyl(V) and Mixed Valent V^IV/V^V Complexes of Oxido‐Pincer Pyridine‐2,6‐dimethanol Ligands

Synthesis and characterization of Ni (II), Cu (II), Fe (II) and Fe₃O₄ nanoparticle complexes with tetraaza macrocyclic Schiff base ligand for antimicrobial activity and cytotoxic activity against cancer and normal cells

Contact Info

Product

Resources

About

Self-recognition of the racemic ligand in the formation of homochiral dinuclear V(V) complex: In vitro anticancer activity, DNA and HSA interaction

Cited by 38 publications

References 46 publications

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Vanadium: History, chemistry, interactions with α-amino acids and potential therapeutic applications

Controlling Nuclearity and Stereochemistry in Vanadyl(V) and Mixed Valent VIV/VV Complexes of Oxido‐Pincer Pyridine‐2,6‐dimethanol Ligands

Synthesis and characterization of Ni (II), Cu (II), Fe (II) and Fe3O4 nanoparticle complexes with tetraaza macrocyclic Schiff base ligand for antimicrobial activity and cytotoxic activity against cancer and normal cells

Contact Info

Product

Resources

About

Controlling Nuclearity and Stereochemistry in Vanadyl(V) and Mixed Valent V^IV/V^V Complexes of Oxido‐Pincer Pyridine‐2,6‐dimethanol Ligands

Synthesis and characterization of Ni (II), Cu (II), Fe (II) and Fe₃O₄ nanoparticle complexes with tetraaza macrocyclic Schiff base ligand for antimicrobial activity and cytotoxic activity against cancer and normal cells