Synthesis and biological evaluation of tc-99m-cyclopentadienyltricarbonyltechnetium-labeled octreotide

Spradau, Todd W.; Edwards, Wilson B.; Anderson, Carolyn J.; Welch, Michael J.; Katzenellenbogen, John A.

doi:10.1016/s0969-8051(98)00060-2

Cited by 62 publications

(37 citation statements)

References 12 publications

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“…Still, these applied high temperatures and organic solvents are hardly applicable on a routine level. [104][105][106] Complexes of the type [(Cp-R) 99m Tc(CO) 3 ] would be particularly interesting since it has been shown many times in bioorganometallic chemistry that pianostool-structured compounds can topologically mimic phenyl rings in pharmaceuticals. [107][108][109] Whereas cyclopentadiene is insoluble and unstable in water, we found acetylcyclopentadiene (AHCp) to have a pK a in water of about 8 and to decompose only very slowly.…”

Section: Basic Chemistry Of [M(oh 2 ) 3 (Co) 3 ] + In Watermentioning

confidence: 99%

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

Alberto

2008

Eur J Inorg Chem

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The chemistry of technetium is essentially driven by radiopharmaceutical applications. These comprise the syntheses of novel complexes but, moreover, the combination of targeting biomolecules with metal complexes. Aqua ions are especially convenient for facilitatating the introduction of metal cations into biomolecules, but are nonexistent for Tc and Re in the Mn triad. This microreview will discuss the chemistry of those Tc complexes that contain H2O as ligands. Special attention will be payed to organometallic aqua ions, i.e. complexes that are typically organometallic with water as ligand. Of particular interest is the coordination chemistry of [M(OH2)3(CO)3]+ (M = Mn, Tc, Re) complexes in water since it is the origin of the widely applied radiopharmaceutical research with 99mTc and 188Re. The chemistry of organometallic aqua ions is not confined to Werner‐type ligands, hence, a further emphasis will be placed on pure organometallic chemistry in water.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

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Section: Basic Chemistry Of [M(oh 2 ) 3 (Co) 3 ] + In Watermentioning

confidence: 99%

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

Alberto

2008

Eur J Inorg Chem

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“…Katzenellenbogen and his group have also demonstrated the use of cytectrene complexes as BFCAs. [28][29][30] In the present studies, we have attempted to synthesize cyclopentadienyl technetium tricarbonyl conjugates of two piperidine analogs which were reported by Wenzel et al and used them for biodistribution studies in rats as well as for imaging studies in rabbits. The ferrocene-based precursor ligands, I and II, used in these studies and the proposed structure of the corresponding Tc complexes formed 25,27 are shown in Figure 1.…”

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confidence: 99%

Cyclopentadienyl technetium (^99mTc) tricarbonyl piperidine conjugates: biodistribution and imaging studies

Saidi

Kothari

Pillai

et al. 2001

Labelled Comp Radiopharmac

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SummarySynthesis of organometallic complexes of 99m Tc using the precursor ligandsThe labelling method involved reaction of the ligands with 99m TcO 4 À in the presence of Mn(CO) 5 Br in dimethyl formamide at 1508C for 1 h in an oil bath. The purification of the complexes was carried out by preparative TLC using ether/n-butyl methyl amine (95:5) solvent system. The purified complexes were characterized by HPLC using acetonitrile:water (80:20) solvent system in a PRP-1 column in which both the complexes were eluted as single peaks. Biodistribution studies carried out in rats showed 2.4 AE 0.14 and 1.1 AE 0.42% of the injected activity in the brain tissue 5 min p.i. for cytectrene I and II,

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“…The difficulty of this approach is the presence of chromium and the still relatively harsh condition of 150°C in MeOH. The same group reported the labelling of octreotide with cytectrene and performed biological studies [85]. Since cytectrene is rather lipophilic, accumulation in the liver was observed and no real advantages over other approaches were stated.…”

Section: Reaction With Nonclassical Ligandsmentioning

confidence: 99%

“…The compound possessed the important features of a radiopharmaceutical, in vivo stability, specific uptake and retention in target tissue and low accumulation in nontarget tissue such as fat and muscles. Still, the synthesis is not convenient and needs improvement [85].…”

Section: Peptides and Proteinsmentioning

confidence: 99%

New Organometallic Technetium Complexes for Radiopharmaceutical Imaging

Alberto

2005

Contrast Agents III

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Synthesis and biological evaluation of tc-99m-cyclopentadienyltricarbonyltechnetium-labeled octreotide

Cited by 62 publications

References 12 publications

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

Cyclopentadienyl technetium (^99mTc) tricarbonyl piperidine conjugates: biodistribution and imaging studies

New Organometallic Technetium Complexes for Radiopharmaceutical Imaging

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Synthesis and biological evaluation of tc-99m-cyclopentadienyltricarbonyltechnetium-labeled octreotide

Cited by 62 publications

References 12 publications

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

The Chemistry of Technetium–Water Complexes within the Manganese Triad: Challenges and Perspectives

Cyclopentadienyl technetium (99mTc) tricarbonyl piperidine conjugates: biodistribution and imaging studies

New Organometallic Technetium Complexes for Radiopharmaceutical Imaging

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Cyclopentadienyl technetium (^99mTc) tricarbonyl piperidine conjugates: biodistribution and imaging studies