In^III and Ga^III Complexes of Sugar‐Substituted Tripodal Trisalicylidene Imines: The First ⁶⁸Ga‐Labelled Sugar Derivative

Abstract

Gallium and indium complexes derived from salicylaldimines of 1,1,1-tris(aminomethyl)ethane (TAME) with pendant xylose, glucose and galactose units have been synthesised as model compounds for potential application as radiotracers. The formed neutral complexes have been characterised by NMR spectroscopy, elemental analysis, mass spectrometry and, in the case of the galactose-bearing In III complex, by single-crystal X-ray structure analysis. Octahedral coordination was observed with the appearance of an equilibrium of

Synthesis and in vitro Toxicity of d‐Glucose and d‐Fructose Conjugated Curcumin–Ruthenium Complexes

“…Subsequent recrystallization resulted in the isolation of the desired product in high yield and purity. Compound 1 was characterized by 1 H, 13 C and 19 F NMR spectroscopy and HRMS (ESI) as well as by elemental analysis to confirm the purity of the compound. The IR spectrum reveals a strong band at ν = 3290 cm -1 resulting from the monosubstituted alkyne functionality (see the Supporting Information, Figure S5).…”

“…Furthermore, 2D-COSY and HSQC NMR measurements prove the attachment of fructose. Figure 3 shows the 1 H- 13 C-HSQC experiments of 4b in comparison to 5b. The area between δ = 3 and 4 ppm in the 1 H NMR spectrum, and between δ = 50 and 100 ppm in the 13 C NMR spectrum shows the occurrence of proton and carbon peaks of various forms of fructose units in the ligand as well as in the complex.…”

“…Yield: 96 %. 1 13 Compound 4b: Compound 3b (175 mg, 0.183 mmol) was dissolved in formic acid/water (17:3, v/v; 10 mL) and stirred at room temperature for 1 week. When no isopropylidene groups had remained (monitored by ESI-MS), formic acid was coevaporated with water and the residue was dried.…”

“…[12b] Additionally, the hydrophilicity of sugar moieties reduces the toxicity and increases the solubility in water and therewith in the plasma. [13] This offers the possibility to overcome disadvanta-geous properties of potentially biological active compounds and to enhance the selectivity at the same time.…”

Glycoconjugated Rhenium(I) and 99m‐Technetium(I) Carbonyl Complexes from Pyridyltriazole Ligands Obtained by “Click Chemistry”

“…The most prominent example in terms of radio imaging is 18 F‐2‐fluoro‐2‐deoxyglucose ( 18 F‐FDG), which is used as a tracer in positron emission tomography (PET), taking advantage of the increased glucose uptake and metabolization by cancerous cells. Combining the useful features of saccharides such as biocompatibility, hydrophilicity and targeting properties, with those of metal complexes (e.g., fluorescence, cytotoxicity, but also radioactive decay) has led to the synthetic analysis of a variety of sugar metal complexes for various applications 18–20…”