Comparison of a dimeric and a monomeric indium-quinolinato complex: synthesis, structure and photoluminescence

Alexander, Orbett T.; Duvenhage, Mart‐Mari; Kroon, R.E.; Brink, Alice; Visser, Hendrik G.

doi:10.1039/d0nj03865b

Cited by 5 publications

(2 citation statements)

References 53 publications

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“…38 In this study, the emission band of 530, and also the calculated decay times fall in the region of similar works on indium-based complexes. 35,37,42–44 The observed luminescence of this compound is most likely due to ligand-to-metal charge transfers (LMCT) or metal-centered transitions, as the decay times are in the microsecond range. This is inconsistent with ligand-centered processes such as π–π* transitions, which typically decay within the nanosecond range.…”

Section: Resultsmentioning

confidence: 99%

Thermal deprotonation and condensation of melamine in the presence of indium(iii)chloride

Bayat,

Ströbele,

Enseling

et al. 2024

Dalton Trans.

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Section: Resultsmentioning

confidence: 99%

Thermal deprotonation and condensation of melamine in the presence of indium(iii)chloride

Bayat,

Ströbele,

Enseling

et al. 2024

Dalton Trans.

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“…The same phenomenon was found for the analogous Ga(III) complexes [ 29 ]. Both metal ions form the tris -ligand complex at physiological pH, however, different isomers are present in solution, mer -isomers are predominant for Ga(III) while fac -complexes form with In(III) [ 35 , 36 ]. The equilibrium concentration of the two tris -ligand complexes strongly depends on their total concentration as represented in Fig.…”

Section: Resultsmentioning

confidence: 99%

Solution speciation and human serum protein binding of indium(III) complexes of 8-hydroxyquinoline, deferiprone and maltol

2022

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Solution speciation and serum protein binding of selected In(III) complexes bearing O,O and O,N donor sets were studied to provide comparative data for In(III) and analogous Ga(III) complexes. Aqueous stability of the In(III) complexes of maltol, deferiprone, 8-hydroxyquinoline (HQ) and 8-hydroxyquinoline-5-sulfonate (HQS) was characterized by a combined pH-potentiometric and UV–visible spectrophotometric approach. Formation of mono, bis and tris-ligand complexes was observed. The tris-ligand complexes of HQ (InQ3) and deferiprone (InD3) are present in solution in ca. 90% at 10 µM concentration at pH = 7.4, while the tris-maltolato complex (InM3) displays insufficient stability under these conditions. Binding towards human serum albumin (HSA) and (apo)transferrin ((apo)Tf) of InQ3, InD3 and InM3 complexes and Ga(III) analogue of InQ3 (GaQ3) together with InCl3 was investigated by a panel of methods: steady-state and time-resolved spectrofluorometry, UV–visible spectrophotometry and membrane ultrafiltration. Moderate binding of InQ3 to HSA was found (log K′ = 5.0–5.1). InD3 binds to HSA to a much lower extent in comparison to InQ3. ApoTf is able to displace HQ, deferiprone and maltol effectively from their In(III) complexes. Protein binding of non-dissociated InQ3 was also observed at high complex-to-apoTf ratios. Studies conducted with the InQ3/GaQ3 – HSA – Tf ternary systems revealed the more pronounced Tf binding of In(III) via ligand release, while the original GaQ3 scaffold is preferably retained upon protein interactions and significant albumin binding occurs. Significant dissociation of InQ3 was detected in human blood serum as well. Graphical abstract

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Synthesis and Biological Evaluation of a Series of Quinoline‐Based Quinazolinones and Carbamic Anhydride Derivatives

et al. 2023

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Quinoline-based compounds are one of the most important classes of N-heterocyclics exhibiting a wide spectrum of biological activities. There is a constant demand for the synthesis of new quinoline-based molecules suitable for therapeutic applications. Here a new strategy is developed to synthesize different quinoline-based quinazolinones catalytically using InCl 3 through a cyclocondensation reaction of isatoic anhydride and aniline with 2-substituted-quinoline-3-carbaldehyde to produce 2-(2-phenoxyquinolin-3-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one derivatives (> 90 % yields). In contrast, the reduced electrophilicity at the metal center allows the hydrazide ligand to bind In(III) and serendipitously forms benzoic(2-phenoxyquinoline-3-carbonyl) carbamic anhydride (∼ 70 % yields). The mechanistic aspects of these reactions were rationally explained. The structure and purity of all the isolated derivatives were assessed by spectroscopic and analytical data. In view of a strong correlation existing between inflammation and cancer progression, the ex-vivo anti-inflammatory effect of the ligands was established. The anti-cancer property of the proposed ligand was delineated with a specific SIRT protein family. Further, the computational docking studies on the binding abilities of 22 synthesized compounds with the Sirt1 protein were discussed in detail.

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Comparison of a dimeric and a monomeric indium-quinolinato complex: synthesis, structure and photoluminescence

Abstract: Two indium(iii) complexes, mer-[In(Ox)3]·2H2O (1) and [In2(Ox)2Cl2-μ-[κ2-O,O′-(Ox)2]]·C7H8 (2) (Ox = 8-hydroxyquinolinate), were synthesized and characterised for comparison by NMR, X-ray diffraction and photoluminescence.

Cited by 5 publications

References 53 publications

Thermal deprotonation and condensation of melamine in the presence of indium(iii)chloride

Thermal deprotonation and condensation of melamine in the presence of indium(iii)chloride

Solution speciation and human serum protein binding of indium(III) complexes of 8-hydroxyquinoline, deferiprone and maltol

Synthesis and Biological Evaluation of a Series of Quinoline‐Based Quinazolinones and Carbamic Anhydride Derivatives

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