Palladium (II) and platinum (II) complexes containing organometallic thiosemicarbazone ligands: Synthesis, characterization, X-ray structures and antitubercular evaluation

Arancibia, Rodrigo; Quintana, Cristóbal; Biot, Christophe; Medina, M.; Carrère-Kremer, Séverine; Kremer, Laurent; Klahn, A. Hugo

doi:10.1016/j.inoche.2015.03.036

Cited by 30 publications

(14 citation statements)

References 47 publications

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“…The sum of the angles around the palladium atom is ~360°. The bond distances Pd(1)–N(1), 2.037(3); Pd(1)–S(1), 2.2816(11); N(1)–C(6), 1.297(4); N(1)–N(2), 1.383(4); N(2)–C(7), 1.285(5); S(1)–C(7), 1.742(4); and N(3)–C(7), 1.357(5) are very close to the values reported for other nickel (II), palladium (II) and platinum (II) complexes containing organometallic thiosemicarbazone [ 58,59,62,68–71 ] and dithiocarbazate [ 72,73 ] ligands. In fact, the S–C and C–N bond lengths in the chelate rings [S(1)–C(7), 1.742(4); N(2)–C(7), 1.285(5) Å] are consistent with increased single and double bond character, respectively.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, X‐ray structure, electrochemistry, photocatalytic activity and DFT studies of heterotrinuclear Ni(II), Pd(II) and Zn(II) complexes containing a formylferrocene thiosemicarbazone ligand

Chung

Huentupil

Rabanal

et al. 2020

Applied Organom Chemis

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Three complexes of the general formula M{CpFe(η5‐C5H4CH=N–N=C(S)NH2}2 [where M = NiII (2a), PdII (2b) and ZnII (2c)] were synthesized with formylferrocene thiosemicarbazone (1) as a bidentate ligand. All compounds were characterized using conventional spectroscopic and analytical techniques (infrared, 1H and 13C NMR, mass spectrometry and elemental analysis). The molecular structure of 2b was confirmed by single‐crystal X‐ray analysis. To study the photocatalytic activity of the new complexes (2a–c), methylene blue (MB) was selected as a model pollutant. After 180 min, the degradation efficiency of MB reached 87% for 2a, 76% for 2b and 85% for 2c, and all complexes showed a higher photocatalytic activity than the formylferrocene thiosemicarbazone free ligand 1. Theoretical studies were used to characterize the geometry and electronic structure of the compounds and to provide a rational explanation for the measured photocatalytic activity.

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Section: Resultsmentioning

confidence: 99%

Synthesis, characterization, X‐ray structure, electrochemistry, photocatalytic activity and DFT studies of heterotrinuclear Ni(II), Pd(II) and Zn(II) complexes containing a formylferrocene thiosemicarbazone ligand

Chung

Huentupil

Rabanal

et al. 2020

Applied Organom Chemis

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“…This demonstrates that conjugation of organometallic groups to ad rug can alter its biological target, as notedb yothers. [15,21,22,[47][48][49][50][51][52][53][54][55][56] All the complexes studied contain ar eactive metalÀCl bond that readily underwent aquation, although the rates varied widely,b eing slowest for the complexes with Cp xbiph ligands with half-lives of > 2h (4, 7 and 14), and fastest (minutes)f or Cp* complexes (2 and 9). From this library,s everalc omplexes are promising forf urther development as antiparasitica nd antitubercular agents.…”

Section: Discussionmentioning

confidence: 99%

Organometallic Conjugates of the Drug Sulfadoxine for Combatting Antimicrobial Resistance

Chellan

Avery

Duffy

et al. 2018

Chemistry A European J

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Fourteen novel arene Ru , and cyclopentadienyl (Cp ) Rh and Ir complexes containing an N,N'-chelated pyridylimino- or quinolylimino ligand functionalized with the antimalarial drug sulfadoxine have been synthesized and characterized, including three by X-ray crystallography. The rhodium and iridium complexes exhibited potent antiplasmodial activity with IC values of 0.10-2.0 μm in either all, or one of the three Plasmodium falciparum assays (3D7 chloroquine sensitive, Dd2 chloroquine resistant and NF54 sexual late stage gametocytes) but were only moderately active towards Trichomonas vaginalis. They were active in both the asexual blood stage and the sexual late stage gametocyte assays, whereas the clinical parent drug, sulfadoxine, was inactive. Five complexes were moderately active against Mycobacterium tuberculosis (IC <6.3 μm), while sulfadoxine showed no antitubercular activity. An increase in the size of both the Cp ligand and the aromatic imino substituent increased hydrophobicity, which resulted in an increase in antiplasmodial activity.

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“…Thiosemicarbazone represent a vital category of N‐ and S‐donor ligands over several decades. It possesses a diversity of physiological characteristics that included antibacterial, fungicidal, antioxidant, anti‐trypanosomal, anti‐proliferative, anti‐tubercular, anticonvulsant, antitumor, antiviral, anti‐amoebic, antimalarial, and enzymatic inhibition . In addition; they have been screened for their medical properties because they possess some cytotoxic effect.…”

Section: Introductionmentioning

confidence: 99%

Anti‐neurotoxic evaluation of synthetic and characterized metal complexes of thiosemicarbazone derivatives

El‐Saied

Shakdofa

Al‐Hakimi

2018

Applied Organom Chemis

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Quinoline-2-caboxyaldehyde thiosemicarbazone (HL 1 ) and quinoline -2caboxyaldehyde N-dimethyl thiosemicarbazone (HL 2 ) metal complexes were prepared and characterized using analytical and spectroscopic techniques. The measurements showed that ligands behave as monovalent or neutral tridentate ligands bonding via azomethine, quinoline ring nitrogen atoms and sulfur atoms in thiol or thion forms. The anti-neurotoxic effect of ligands and their complexes showed that, exposure to aluminum increase oxidative stress in the brain, an effect that could be offset by concomitant thiosemicarbazone complexes. Complexes could be having an effect on absorption or excretion of aluminum, due to their chelating activity. These findings may shed light on the potential clinical importance of thiosemicarbazone complexes in Alzheimer's disease.

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Palladium (II) and platinum (II) complexes containing organometallic thiosemicarbazone ligands: Synthesis, characterization, X-ray structures and antitubercular evaluation

Cited by 30 publications

References 47 publications

Synthesis, characterization, X‐ray structure, electrochemistry, photocatalytic activity and DFT studies of heterotrinuclear Ni(II), Pd(II) and Zn(II) complexes containing a formylferrocene thiosemicarbazone ligand

Synthesis, characterization, X‐ray structure, electrochemistry, photocatalytic activity and DFT studies of heterotrinuclear Ni(II), Pd(II) and Zn(II) complexes containing a formylferrocene thiosemicarbazone ligand

Organometallic Conjugates of the Drug Sulfadoxine for Combatting Antimicrobial Resistance

Anti‐neurotoxic evaluation of synthetic and characterized metal complexes of thiosemicarbazone derivatives

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