Probleme der Chelat-Therapie

Catsch, A.

doi:10.1007/bf00599705

Cited by 13 publications

(3 citation statements)

References 14 publications

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“…Diethylenetriaminepentaacetic acid (dtpa) is a well‐known chelator that has been used since the 1960s as an agent for treating heavy‐metal poisoning and radioactive contamination 1–3. Its metal complexes are useful tools, one major field of interest being medical imaging.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

et al. 2015

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The synthesis and characterization of five new diethylenetriaminepentaacetic acid (dtpa) ligands, (dtpa)-N,NЈЈ-bis(alkoxyphenylamide), and their complexation with Ga III , In III and Lu III are reported. The procedures for the synthesis of all complexes in aqueous media are described as well as a synthetic pathway for the preparation of Ga III complexes in chloroform. All substances were characterized by NMR spectroscopy, mass spectrometry, elemental analysis and HPLC. Single-crystal structure analysis was performed where appli-[aScheme 1. Synthesis of ligands 2a-e; R = m-OCH 3 (2a), o-OCH 2 CH 3 (2b), m-OCH 2 CH 3 (2c), p-OCH 2 CH 3 (2d) and p-O(CH 2 ) 3 CH 3 (2e). Complexes of compounds 2a-e were prepared by combining equimolar amounts of the respective metal chloride Eur. J. Inorg. Chem. 2015, 4125-4137 4127sis of 4a revealed the presence of two species; both a heptaand octa-coordinated isomer were identified, denoted 4a hepta and 4a octa , respectively (Figure 1).

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Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

et al. 2015

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“…DMPS increased the survival of lead-poisoned mice clearly 19 and in rats it caused a substantial elevation of renal lead elimination as well as a reduction of the lead contents of blood, liver, kidney and bones. 3,20,21 In clinical studies with leadintoxicated children lead concentrations decreased also. 22 As shown above, DTPA increased lead uptake without an accompanying increase in lead toxicity.…”

Section: Discussionmentioning

confidence: 99%

“…In previous experiments it was shown that the majority of the employed chelating agents were well tolerated by the cells; a 50% reduction of cell proliferation (IC 50 , 2 d exposure) occurred at > 1 mmol l 21 . The exceptions were MSA, with a slightly elevated IC 50 of 0.1-0.2 mmol l 21 , and DTPA and DDTC with a substantially higher ID 50 of 10-20 mmol l 21 .…”

Section: Chelating Agentsmentioning

confidence: 93%

Testing of chelating agents and vitamins against lead toxicity using mammalian cell cultures†

Fischer

Hess²,

Neubauer³

et al. 1998

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Mammalian cell cultures were used to determine the capacity of antidotes to modify (a) lead uptake, (b) lead toxicity and (c) lead release from cells. The following chelating agents were tested: Na, Ca-ethylenediaminetetraacetic acid (EDTA), diethylenetriaminepentaacetic acid (DTPA), nitriloacetic acid, ethylene glycol-bis(aminoethyl)tetraacetic acid (EGTA), D,L-mercaptosuccinic acid (MSA), meso-2,3-dimercaptopropanesuccinic acid (MSA), D,L-2,3-dimercaptopropane-1-sulfonic acid (DMPS), penicillamine (PA), N-acetylpenicillamine (NAPA), and diethylcarbodithioate (DDTC). The following vitamins were tested: thiamine (B1), riboflavine (B2), pyridoxine (B6), cobalamin (B12) and ascorbic acid (C). Inhibition of lead uptake was produced by EDTA, EGTA, DMSA, DMPS, MSA, PA, NAPA and vitamins B1, B6 and C, vitamins B2 and B12 being ineffective. The same compounds reduced lead cytotoxicity. Interestingly DDTC and DTPA increased lead uptake, but did not exacerbate lead toxicity. Significant release of lead from preloaded cells was caused by DTPA, NAPA, DMPS and PA, while the other chelators were ineffective.

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A Simple Route to New Macrocyclic Ligand Skeletons: Syntheses and Crystal Structures of Poly(ethoxycarbonyl)[3_n]phanes

1996

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New types of macrocyclic complexing agent precursors with [3,]phane molecular skeletons were synthesized by reaction of 1,3-bis(bromomethyl)arenes with sodium ethyl malonates. After chromatographic separation, the eighteen-membered trimethoxy[3,]metacyclophane I11 a together with the twentyfour-membered tetramethoxy[3,]metacyclophane II2a and the twentyfour-membered [3,](2,6)pyridinophane 12a could be isolated as crystalline compounds. The crystal structures of I2a, II2a, and IIIla were determined by single-crystal Xray structure analyses. The presented syntheses of the proposed molecular skeletons of metacyclophane type I1 and pyridinophane type I provide a facile route to substituted macrocycles which can be easily converted into polyacids with manifold substitution patterns.A great deal of supramolecular chemistry involves the design, synthesis, complexation, and host properties of new selective complex ligands. These chelating agents have been shown to be useful for metal extraction"], as clinical antidote chelates against heavy metal poisoning['], as clinical diagnostics (fluorescent radio diagnostic^[^], NMR imagingI5]) and for other applications. We have been working for several years on the design of new ligands for diverse guests [6]. For the effective distinction between potential guests, a flexible synthetic approach to the ligand skeleton has to be ensured in order to adapt it to the individual guest (tailoring of the host for the guest and vice versa). To this end, we developed diverse skeletons in the past years with oligo~yclic[~], monocyclic phaneI8], or molecular tweezer [9] character. These skeletons have to be endowed selectively with substituents such as carboxylic, amine, amide, or imino and other functional groups in order to tune the complexing capacity of the donor centers to the character of the guest. In the field of diagnostic agents, a high variability of the ligand lipophilicity has to be ensured, since only rather lipophilic drugs and diagnostics are able to pass the blood-brain barrierl4"1.In this paper we report on new structural approaches combining features of powerful oligo amino carboxylic acid complexing agents such as EDTA and DTPA with the framework of a size-discriminating cavity. A second class of potential new complex ligands described in this context can be regarded as oligophenolic siderophore analogs. Siderophores [lO] are naturally occurring powerful iron chelators, which enable microorganisms to absorb the essential metal iron. In our concept developed here, the free cyclopolyacids of type Ib containing basic pyridine nitrogen donor centers, can be envisioned as cyclic EDTA analogs, whereas the oligohydroxy [3,,]metacyclophanes of type IId represent endoacidic cyclic oligophenols (Scheme 1). Results and DiscussionIn the present paper, we describe a simple synthetic route to such new macrocyclic ligand skeletons of the [3,]phane type" for many potential applications.The presented new macrocycles of type Ia and IIa were isolated from reaction mixtures obtained by a m...

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Probleme der Chelat-Therapie

Cited by 13 publications

References 14 publications

Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

Testing of chelating agents and vitamins against lead toxicity using mammalian cell cultures†

A Simple Route to New Macrocyclic Ligand Skeletons: Syntheses and Crystal Structures of Poly(ethoxycarbonyl)[3_n]phanes

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Probleme der Chelat-Therapie

Cited by 13 publications

References 14 publications

Synthesis and Characterization of GaIII, InIII and LuIII Complexes of a Set of dtpa Bis‐Amide Ligands

Synthesis and Characterization of GaIII, InIII and LuIII Complexes of a Set of dtpa Bis‐Amide Ligands

Testing of chelating agents and vitamins against lead toxicity using mammalian cell cultures†

A Simple Route to New Macrocyclic Ligand Skeletons: Syntheses and Crystal Structures of Poly(ethoxycarbonyl)[3n]phanes

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Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

Synthesis and Characterization of Ga^III, In^III and Lu^III Complexes of a Set of dtpa Bis‐Amide Ligands

A Simple Route to New Macrocyclic Ligand Skeletons: Syntheses and Crystal Structures of Poly(ethoxycarbonyl)[3_n]phanes