Synthesis, characterization and solid state structure of a neutral gallium(III) amino thiolate complex: a potential radiopharmaceutical for PET imaging

Francesconi, Lynn C.; Liu, Boli; Billings, J.; Carroll, Patrick J.; Graczyk, G.; Kung, Hank F.

doi:10.1039/c39910000094

Cited by 26 publications

(24 citation statements)

References 10 publications

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“…Cyclohexyl moieties have a chair conformation. Bond distances of Ga-S [2.246 Å, Ga-S(3) (apical); 2.267 Å, Ga-S(4)], Ga-N [2.112 Å, Ga-N(5); 2.182 Å, Ga-N(7)] and Ga-Cl (2.391 Å) are very similar to the reported distances of the comparable chemical bonds in [Ga]1 [27], and they all fall within the expected range of bond distances of known compounds [31][32][33][34][35][36][37][38].…”

Section: X-ray Structure Analysis Of [Ga]2supporting

confidence: 72%

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A novel gallium bisaminothiolate complex as a myocardial perfusion imaging agent

Plößl

Chandra

Qü

et al. 2008

Nuclear Medicine and Biology

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The development of new myocardial perfusion imaging agents for positron emission tomography (PET) may improve the resolution and quantitation of changes in regional myocardial perfusion measurement. It is known that a 68 Ge/ 68 Ga generator can provide a convenient source of PET tracers because of the long physical half-life of 68 Ge (271 days). A new ligand, 7,8-dithia-16,24-diazatrispiro[5.2.5.2.5.3] pentacosa-15,24-diene, which consists of a N 2 S 2 -chelating core incorporated into three cyclohexyl rings, was prepared. To test feasibility and potential utility, the N 2 S 2 ligand was successfully labeled and tested with 67 Ga (half-life=3.26 day; γ=93.3, 184.6 and 300.2 keV), which showed >92% radiochemical purity. The corresponding "cold" Ga complex was synthesized, and its structure containing a pyramidal N 2 S 2 chloride core was elucidated with X-ray crystallography. In vivo biodistribution of this novel 67 Ga complex, evaluated in normal rats, exhibited excellent heart uptake and retention, with 2.1% and 0.9% initial dose/organ at 2 and 60 min, respectively, after an intravenous injection. Autoradiography was performed in normal rats and in rats that had the left anterior descending coronary artery permanently ligated surgically. Autoradiography showed an even uptake of activity in the normal heart, and there was a distinctively lower uptake in the damaged side of the surgically modified heart. In conclusion, the new N 2 S 2 ligand was readily prepared and labeled with radioactive 67 Ga. Biodistribution in rats revealed high initial heart uptake and relatively high retention reflecting regional myocardial perfusion.

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Section: X-ray Structure Analysis Of [Ga]2supporting

confidence: 72%

“…Gallium complexes of N 2 S 2 (bisaminoethanethiolate (1)) [26][27][28], as well as NS 3 [29], have been previously reported (Fig. 1).…”

Section: Introductionmentioning

confidence: 99%

A novel gallium bisaminothiolate complex as a myocardial perfusion imaging agent

Plößl

Chandra

Qü

et al. 2008

Nuclear Medicine and Biology

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“…On the other hand, gallium-N 2 S 2 complexes [19][20][21], as well as gallium-NS 3 complexes [22], have been previously reported. One unique feature of these Ga-complexes is that they have cationic character (?1-charged) in aqueous solution.…”

Section: Biodistributionmentioning

confidence: 99%

Development of 68Ga ethyl cysteinate dimer for PET studies

Mirzaei

Jalilian

Shabani

et al. 2015

J Radioanal Nucl Chem

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In this work development of 68 Ga-ethyl cysteinate dimer ( 68 Ga-ECD) a 68 Ga tracer for possible cerebral blood flow based on 99m Tc ECD homolog is reported. 68 Ga-ECD was prepared using generator-based 68 GaCl 3 and ECD at optimized conditions. Quality control, stability, partition co-efficient and the biodistribution of the tracer (by tissue counting and PET/CT in rats) was studied. Significant metabolism of the lipophilic tracer into water soluble metabolite(s) led to urinary excretion of the tracer, un-comparable to that of homologous 99m Tc-compound. Cardiac uptake of the complex suggests formation of a possible lipophil cationic complex and/or metabolite.

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“…Recently the most promising analog tris(4,6 dimethoxysalicylaldimine)-N,N -bis(3-aminopropyl)-N,Nethylenediamine (BAPEN) was developed into a kit formulation for clinical trial evaluation [10]. A number of N 2 S 2 ligands also have been evaluated and shown to exhibit high heart uptake but significant washout over time as well as high blood accumulation [11][12][13]. Govindaswamy et al [14] developed the tris(2-mercatobenzyl) amine (S 3 N) initially to evaluate the behavior of iron in enzymatic proteins.…”

Section: Introductionmentioning

confidence: 99%

Development of PET molecular targeting agents with gallium-68

Cutler¹,

Sisay²,

Cantorias³

et al. 2011

Ract

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The utilization of positron emission tomography (PET) is increasing due to its superior imaging quality and its ability to be used for in vivo quantification. Radionuclides that decay by positron emission can be attached to the same chelators used for radiotherapy applications in diagnosis and staging. One such isotope is 68 Ga (T 1/2 = 68 min), which can be obtained from a long-lived generator by decay of the parent 68 Ge (T 1/2 = 270.8 d). The availability of 68 Ga from a generator plus its ability to be stably incorporated with a variety of chelates hold promise for expanding PET utilization to facilities unable to afford their own cyclotron. In collaboration with researchers at the University of Missouri, we have developed and evaluated peptides that target the melanocortin-1 receptor and the gastrin-releasing peptide (GRP) receptor for peptide guided imaging and therapy. The melanocortin-1 receptor is an attractive target for peptide guided melanoma imaging and therapy. The limited number of receptors per cell, approximately 900-5000, requires high specific activity radiolabeled peptide ligands to prevent target saturation and ensure optimal cellular uptake. GRP receptors are over-expressed by a variety of human cancers such as breast, lung, pancreatic and prostate tumors, and due to bombesin's toxicity, it is necessary to label it in high specific activity. Results are presented on NOTA and DOTA bifunctionalized α-MSH and bombesin peptides, highlighting the differences in specific activity, preparation time and in vivo characteristics.

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Synthesis, characterization and solid state structure of a neutral gallium(III) amino thiolate complex: a potential radiopharmaceutical for PET imaging

Abstract: The neutral gallium complex of a bisaminoethanethiol ligand has a square pyramidal coordination geometry with Ga-N and Ga-S bonds.

Cited by 26 publications

References 10 publications

A novel gallium bisaminothiolate complex as a myocardial perfusion imaging agent

A novel gallium bisaminothiolate complex as a myocardial perfusion imaging agent

Development of 68Ga ethyl cysteinate dimer for PET studies

Development of PET molecular targeting agents with gallium-68

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