The first gold(I) complexes based on thiocarbamoyl-pyrazoline ligands: Synthesis, structural characterization and photophysical properties

Ferle, Andressa; Pizzuti, Lucas; Inglez, Simone Delezuk; Caires, Anderson R. L.; Lang, Ernesto Schulz; Back, Davi F.; Flores, Alex F. C.; Júnior, Amilcar Machulek; Deflon, Victor M.; Casagrande, Gleison A.

doi:10.1016/j.poly.2013.07.007

Cited by 23 publications

(14 citation statements)

References 42 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The preparation of the promising complexes was performed including a modification in the synthetic protocols already published in the literature [ 22 , 23 ]. Reactions of copper(II) chloride, 2,2′-bipyridine, and the thiouracil linkers at 1:1:1 molar ratios in MeOH/THF medium resulted in two promising coordination complexes with the compositions [CuCl 2 (Bipy)(L 1 )], wherein L 1 = 2-Thiouracil; and [CuCl 2 (Bipy)(L 2 )], wherein L 2 = 6-methyl-2-thiouracil.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

et al. 2018

View full text Add to dashboard Cite

The high mortality rate of candidemia and the limited option for the treatment of Candida spp. infection have been driving the search for new molecules with antifungal property. In this context, coordination complexes of metal ions and ligands appear to be important. Therefore, this study aimed to synthesize two new copper(II) complexes with 2-thiouracil and 6-methyl-2-thiouracil ligands and to evaluate their mutagenic potential and antifungal activity against Candida. The complexes were synthesized and characterized by infrared vibrational spectroscopy, CHN elemental analysis, UV-Vis experiments and ESI-HRMS spectrometry studies. The antifungal activity was evaluated by broth microdilution against 21 clinical isolates of Candida species. The mutagenic potential was evaluated by the Ames test. The complexes were Cu(Bipy)Cl2(thiouracil) (Complex 1) and Cu(Bipy)Cl2(6-methylthiouracil) (Complex 2). Complex 1 showed fungicidal and fungistatic activities against all isolates. Furthermore, the Minimum Inhibitory Concentration (MIC) from 31 to 125 µg/mL and inhibition percentage of 9.9% against the biofilms of C. krusei and C. glabrata were demonstrated. At the concentrations tested, complex 1 exhibited no mutagenic potential. Complex 2 and the free ligands exhibited no antifungal activity at the concentrations evaluated. Since complex 1 presented antifungal activity against all the tested isolates and no mutagenic potential, it could be proposed as a potential new drug for anti-Candida therapy.

show abstract

Section: Resultsmentioning

confidence: 99%

“…The same procedure was used for the synthesis of Complex 2 using 6-methyl-2-thiouracil ligand. The preparation was performed including a modification in the synthetic protocols already published in the literature [ 22 , 23 ].…”

Section: Methodsmentioning

confidence: 99%

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

et al. 2018

View full text Add to dashboard Cite

show abstract

“…Related thiocarbamoyl-pyrazoline ligands have also been coordinated to Au(I) to give emissive complexes. 58 The ligands are neutral S donors, reacting with [AuCl(PPh 3 )] to give two-coordinate linear geometry complexes. The electronic properties (CH 2 Cl 2 ) showed absorption at 300-350 nm due to a LMCT transition together with coincident ligand-centred transitions; solid-state samples gave emission spectra, revealing peaks at ca.…”

Section: Luminescent Monometallic Au(i) Complexesmentioning

confidence: 99%

Recent developments in gold(i) coordination chemistry: luminescence properties and bioimaging opportunities

Langdon-Jones

Pope

2014

Chem. Commun.

View full text Add to dashboard Cite

The fascinating biological activity of gold coordination compounds has led to the development of a wide range of complexes. The precise biological action of such species is often poorly understood and the ability to map gold distribution in cellular environments is key. This article discusses the recent progress in luminescent Au(I) complexes whilst considering their utility in bioimaging and therapeutics.

show abstract

“…The Au(I)–Cl bond distance is approximately 2.276(13) Å, indicating that the chlorine atom is strongly bound to the Au + metal center (MC); therefore, the bond is difficult to break. However, with the addition of KPF 6 , cleavage of the Au–Cl bond was promoted by elimination of KCl, followed by the formation of the ionic [(C 6 H 5 ) 3 PAu] + [PF 6 ] − species in solution. ,, This new species was more electrophilic than [Au(C 6 H 5 ) 3 PCl] and could easily react with the ligand by means of the sulfur atom, forming a Au–S coordination bond. The ligand was expected to be coordinated to the MC (Lewis acid) via the sulfur atom (Lewis base) due to the high affinity between gold and sulfur atoms.…”

Section: Resultsmentioning

confidence: 99%

Uncommon and Emissive {[Au₂(C₃H₆NS₂)₂][Au(C₃H₆NS₂)₂]₂(PF₆)₂} Mixed Au⁺ and Au³⁺ Pseudotetranuclear Crystalline Compound: Synthesis, Structural Characterization, and Optical Properties

et al. 2016

Self Cite

View full text Add to dashboard Cite

An uncommon emissive pseudotetranuclear compound, {[Au(CHNS)][Au(CHNS)](PF)}, was synthesized and characterized in terms of its structure and optical properties. The synthesis produced a crystalline compound composed of four gold atoms with two different oxidation states (Au and Au) in the same crystalline structure. The title complex belonged to a triclinic crystalline system involving the centrosymmetric P1̅ space group. X-ray diffractometry and vibrational spectroscopy (infrared, Raman, and SERS) were used for structural characterization of the new crystal. The vibrational spectroscopy techniques supported the X-ray diffraction results and confirmed the presence of bonds including Au-Au and Au-S. Optical characterization performed using UV-vis spectroscopy showed that under ultraviolet excitation, the emissive crystalline complex presented characteristic broad luminescent bands centered at 420 and 670 nm.

show abstract

The first gold(I) complexes based on thiocarbamoyl-pyrazoline ligands: Synthesis, structural characterization and photophysical properties

Cited by 23 publications

References 42 publications

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

Recent developments in gold(i) coordination chemistry: luminescence properties and bioimaging opportunities

Uncommon and Emissive {[Au₂(C₃H₆NS₂)₂][Au(C₃H₆NS₂)₂]₂(PF₆)₂} Mixed Au⁺ and Au³⁺ Pseudotetranuclear Crystalline Compound: Synthesis, Structural Characterization, and Optical Properties

Contact Info

Product

Resources

About

The first gold(I) complexes based on thiocarbamoyl-pyrazoline ligands: Synthesis, structural characterization and photophysical properties

Cited by 23 publications

References 42 publications

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

A Promising Copper(II) Complex as Antifungal and Antibiofilm Drug against Yeast Infection

Recent developments in gold(i) coordination chemistry: luminescence properties and bioimaging opportunities

Uncommon and Emissive {[Au2(C3H6NS2)2][Au(C3H6NS2)2]2(PF6)2} Mixed Au+ and Au3+ Pseudotetranuclear Crystalline Compound: Synthesis, Structural Characterization, and Optical Properties

Contact Info

Product

Resources

About

Uncommon and Emissive {[Au₂(C₃H₆NS₂)₂][Au(C₃H₆NS₂)₂]₂(PF₆)₂} Mixed Au⁺ and Au³⁺ Pseudotetranuclear Crystalline Compound: Synthesis, Structural Characterization, and Optical Properties