Synthesis, Characterization and Evaluation of 99Tc/99mTc DIARS and DMPE complexes containing pentadecanoic acid

Astheimer, L.; Linse, K.H.; Ramamoorthy, N.; Schwochau, K.

doi:10.1016/0883-2897(87)90024-9

Cited by 5 publications

(7 citation statements)

References 18 publications

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“…However, in biodistribution experiments the myocardial uptake of the investigated '4 + 1' C11S FA is lower compared to published results of 123 I-IPPA and 123 I-BMIPP [19,20]. Nevertheless, the presented data from biodistribution are promising if compared to results from other published compounds so far [9,10,19,[21][22][23][24]. Potential improvements include the heart/blood, and the heart/liver ratios, respectively ( Table 2).…”

Section: Discussioncontrasting

confidence: 49%

Myocardial uptake and biodistribution of newly designed technetium-labelled fatty acid analogues

Heintz¹,

Jung

Stehr³

et al. 2007

Nuclear Medicine Communications

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Section: Discussioncontrasting

confidence: 49%

Myocardial uptake and biodistribution of newly designed technetium-labelled fatty acid analogues

Heintz¹,

Jung

Stehr³

et al. 2007

Nuclear Medicine Communications

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“…The reaction mixture was stirred for 5 h at room temperature. After evaporation of the solvent, 1.1 g of ethyl 16-hydroxyhexadecanoate as white crystals (7) (yield > 99%) was obtained. A mixture of 1.0 g of ethyl 16-hydroxyhexadecanoate (7) (3.49 mmol), N-bromosuccinimide (0.62 g, 3.49 mmol), and triphenylphophine (0.92 g, 3.49 mmol) was dissolved in 30 mL of dry chloroform.…”

Section: N-[[[[2-[(triphenylmethyl)thio]ethyl]amino]carbonyl]methyl]-...mentioning

confidence: 99%

“…A Tc-99m-labeled radiopharmaceutical is most desirable because this nuclide can be supplied from a generator system whenever needed. Although many Tc-99m-labeled long chain fatty acid derivatives have been reported ( − ), no compound has been put to practical use.…”

Section: Introductionmentioning

confidence: 99%

A Tc-99m-Labeled Long Chain Fatty Acid Derivative for Myocardial Imaging

et al. 2004

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C-11- and I-123-labeled long chain fatty acid derivatives have been reported as useful radiopharmaceuticals for the estimation of myocardial fatty acid metabolism. We have reported that Tc-99m-labeled N-[[[(2-mercaptoethyl)amino]carbonyl]methyl]-N-(2-mercaptoethyl)-6-aminohexanoic acid ([99mTc]MAMA-HA), a medium chain fatty acid derivative, is metabolized by β-oxidation in the liver and that the MAMA ligand is useful for attaching to the omega-position of fatty acid derivatives as a chelating group for Tc-99m. On the basis of these findings, we focused on developing a Tc-99m-labeled long chain fatty acid derivative that reflected fatty acid metabolism in the myocardium. In this study, we synthesized a dodecanoic acid derivative, MAMA-DA, and a hexadecanoic acid derivative, MAMA-HDA, and performed radiolabeling and biodistribution studies. [99mTc]MAMA-DA and [99mTc]MAMA-HDA were prepared using a ligand-exchange reaction. Biodistribution studies were carried out in normal mice and rats. Then, a high initial uptake of Tc-99m was observed, followed by a rapid clearance from the heart. The maximum heart/blood ratio was 3.6 at 2 min postinjection of [99mTc]MAMA-HDA. These kinetics were similar to those with postinjection of p-[125I]iodophenylpentadecanoic acid. Metabolite analysis showed [99mTc]MAMA-HDA was metabolized by β-oxidation in the body. In conclusion, [99mTc]MAMA-HDA is a promising compound as a long chain fatty acid analogue for estimating β-oxidation of fatty acid in the heart.

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“…Inorganics 2019, 7, 133 2 of 14 11 C-Labelled fatty acids are considered the true PET tracers of FAs, however their complicated metabolic profile has prevented wide application [5,6]. The alternatively 18 F-labelled fatty acids have presented kinetic differences compared to their unlabelled counterparts that hampered their development [7,8]. Moreover, a major disadvantage for the application of PET tracers is that an on-site cyclotron is required to produce 11 C-and 18 F-labelled fatty acids [9].…”

Section: Introductionmentioning

confidence: 99%

“…The alternatively 18 F-labelled fatty acids have presented kinetic differences compared to their unlabelled counterparts that hampered their development [7,8]. Moreover, a major disadvantage for the application of PET tracers is that an on-site cyclotron is required to produce 11 C-and 18 F-labelled fatty acids [9].…”

Section: Introductionmentioning

confidence: 99%

Cysteine Derivatized 99mTc-Labelled Fatty Acids as β-Oxidation Markers

et al. 2019

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With the aim of developing 99mTc-labeled fatty acids intended for myocardial metabolism imaging we report herein the synthesis and characterization of two novel derivatives of undecanonoic and hexadecanonoic acid that have been functionalized at the ω-site by cysteine through the formation of a thioether bond (Cys–FA11 and Cys–FA16). Equimolar amounts of each ligand and the [NEt4]2[Re(CO)3Br3] precursor generated the respective hexacoordinated neutral complexes in which the ligand coordinated to the metal through the SNO donor system of cysteine. The rhenium complexes were characterized by elemental analysis, IR and NMR spectroscopies. The analogous technetium-99m complexes, 99mTc–Cys–FA11 and 99mTc–Cys–FA16 were prepared by incubation of the ligand with the precursor [99mTc(CO)3(H2O)3]+ (radiochemical yield ≥98%). Their structure was established by comparative HPLC techniques. In vivo studies in mice showed high initial heart uptake for both 99mTc complexes (7.4 ± 0.53 and 7.07 ± 0.73 percentage of injected dose (%ID)/g at 1 min post injection. Rapid clearance (0.60 ± 0.02 %ID/g) was observed for 99mTc–Cys–FA11 while the clearance of the longer fatty acid 99mTc–Cys–FA16 was slower (2.31 ± 0.09 %ID/g at 15 min p.i.). Metabolite analysis study indicated that complexes were catabolized through the β-oxidation process.

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Synthesis, Characterization and Evaluation of 99Tc/99mTc DIARS and DMPE complexes containing pentadecanoic acid

Cited by 5 publications

References 18 publications

Myocardial uptake and biodistribution of newly designed technetium-labelled fatty acid analogues

Myocardial uptake and biodistribution of newly designed technetium-labelled fatty acid analogues

A Tc-99m-Labeled Long Chain Fatty Acid Derivative for Myocardial Imaging

Cysteine Derivatized 99mTc-Labelled Fatty Acids as β-Oxidation Markers

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