Nuclear Medicine and Biology
Volume 37, Issue 8 , Pages 927-934 , November 2010

PEGylated N-methyl-S-methyl dithiocarbazate as a new reagent for the high-yield preparation of nitrido Tc-99m and Re-188 radiopharmaceuticals

  • Alessandra Boschi

      Affiliations

    • Laboratory of Nuclear Medicine, Department of Radiological Sciences, University of Ferrara, 44100 Ferrara, Italy
    • Corresponding Author InformationCorresponding author. Tel.: +39 532 236545; fax: +39 532 247278.
    • ,
  • Alessandro Massi

      Affiliations

    • Department of Chemistry, University of Ferrara, 44100 Ferrara, Italy
    • ,
  • Licia Uccelli

      Affiliations

    • Laboratory of Nuclear Medicine, Department of Radiological Sciences, University of Ferrara, 44100 Ferrara, Italy
    • ,
  • Micol Pasquali

      Affiliations

    • Laboratory of Nuclear Medicine, Department of Radiological Sciences, University of Ferrara, 44100 Ferrara, Italy
    • ,
  • Adriano Duatti

      Affiliations

    • Laboratory of Nuclear Medicine, Department of Radiological Sciences, University of Ferrara, 44100 Ferrara, Italy

Received 7 April 2010 ,Accepted 14 May 2010.

References 

  1. Boschi A, Bolzati C, Uccelli L, Duatti A. High-yield synthesis of the terminal 188ReN multiple bond from generator-produced [188ReO4]−. Nucl Med Biol. 2003;30:381–387
  2. Pasqualini R, Comazzi V, Bellande E, Duatti A, Marchi A. A new efficient method for the preparation of 99mTc-radiopharmaceuticals containing the TcN multiple bond. Int J Appl Radiat Isot. 1992;43:1329–1333
  3. Pasqualini R, Duatti A. Synthesis and characterization of the new neutral myocardial imaging agent [99mTcN(noet)2] (noet=N-ethyl-N-ethoxydithiocarbamato). J Chem Soc Chem Commun. 1992;1354–1355
  4. Zhang J, Wang X, Li CY. Synthesis and biodistribution of a new 99mTc nitrido complex for cerebral imaging. Nucl Med Biol. 2002;29(6):665–669
  5. Marchi A, Duatti A, Rossi R, Magon L, Pasqualini R, Bertolasi V, et al. Technetium(V)-nitrido complexes of dithiocarbazic acid derivatives. Reactivity of [99mTcN]2+ core towards schiff bases derived from S-methyl dithiocarbazate. Crystal structures of [S-methyl 3-(2-hydroxyphenyl-methylene)dithiocarbazato]nitrido (triphenylphosphine)technetium(V) and bis (S-methyl 3-isopropylidenedithiocarbazato)nitridotecnetium(V). J Chem Soc Dalton Trans. 1988;1743–1749
  6. Baldas J, Bonnyman J, Williams GA. Studies of technetium complexes. Use of the tetrachloronitridotechnetate(VI) anion for the preparation of nitrido complexes of technetium. Crystal structure of bis(8-quinolinethiolato)nitridotechnetium(V). Inorg Chem. 1986;25:150–155
  7. Marchi A, Uccelli L, Marvelli L, Rossi R, Giganti M, Bertolasi V, et al. Co-ordination chemistry of S-methyl 2-methyldithiocarbazate and formation of [MN]2+ (M=Tc or Re) species. J Chem Soc Dalton Trans. 1996;3105–3109
  8. Boschi A, Bolzati C, Benini E, Malagò E, Uccelli L, Duatti A, et al. Novel approach to the high-specific-activity labeling of small peptides with the technetium-99m fragment [99mTc(N)(PXP)]2+ (PXP=diphosphine ligand). Bioconj Chem. 2001;12(6):1035–1042
  9. Bianchini C, Peruzzini M, Romerosa A, Zanobini F. Ruthenium (II)-mediated reaction of phenylacetylene with primary amines to give ruthenium(II)-isonitrile complexes. Organometallics. 1995;14:3152–3153
  10. Duatti A, Marchi A, Pasqualini R. Formation of the TcN multiple bond from the reaction of ammonium pertechnetate with S-methyl dithiocarbazate and its application to the preparation of technetium-99m radiopharmaceuticals. J Chem Soc Dalton Trans. 1990;3729–3733
  11. Refosco R, Bolzati C, Duatti A, Tisato F, Uccelli L. Mixed ligand Tc- and Re-nitrido complexes for radiolabeling bioactive molecules. Recent Rev Devel Inorg Chem. 2000;2:89–98
  12. Tisato F, Refosco F, Cagnolini A, Bandoli G, Bolzati C, Uccelli L, et al. Reliable synthesis of asymmetrical nitrido Tc(V) and Re(V) heterocomplexes. In:  Nicolini M,  Mazzi U editor. Technetium, Rhenium and Other Metals in Chemistry and Nuclear Medicine. Padova, Italy: SGE Editoriali; 1999;p. 133–138
  13. Refosco F, Tisato F, Cagnolini A, Moresco A, Bandoli G, Bolzati C, et al. Tc and Re nitrido asymmetrical heterocomplexes. A ‘2+2’ approach. In:  Nicolini M,  Mazzi U editor. Technetium, rhenium and other metals in chemistry and nuclear medicine. Padova, Italy: SGE Editoriali; 1999;p. 139–144
  14. Bolzati C, Boschi A, Duatti A, Prakash S, Uccelli L, Refosco F, et al. Geometrically controlled selective formation of nitrido technetium(V) heterocomplexes with bidentate ligands. J Am Chem Soc. 2000;122:4510–4511
  15. Harris JM, Chess RB. Effect of PEGylation on pharmaceuticals. Nat Rev Drug Discoveries. 2003;2:214–221
  16. Pasut G, Guiotto A, Veronese FM. Protein, peptide and non-peptide drug PEGylation for therapeutical application: a review. Expert Opin Ther Pat. 2004;14:859–894
  17. Boschi A, Uccelli L, Bolzati C, Duatti A, Sabba N, Moretti E, et al. Synthesis and biological evaluation of monocationic asymmetric 99mTc-nitride heterocomplexes showing high heart uptake and improved imaging properties. Journal of Nuclear Medicine. 2003;44(5):806–814

PII: S0969-8051(10)00309-4

doi: 10.1016/j.nucmedbio.2010.05.008

Nuclear Medicine and Biology
Volume 37, Issue 8 , Pages 927-934 , November 2010

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