New bioconjugated technetium and rhenium folates synthesized by transmetallation reaction with zinc derivatives
Borràs, Jordi (Universitat Autònoma de Barcelona. Departament de Química)
Foster, Julie (Queen Mary University of London)
Kashani, Roxana (Queen Mary University of London)
Melendez-Alafort, L. (Istituto Oncologico Veneto IRCCS)
Sosabowski, Jane (Queen Mary University of London)
Suades Ortuño, Joan (Universitat Autònoma de Barcelona. Departament de Química)
Barnadas Rodríguez, Ramon (Universitat Autònoma de Barcelona. Departament de Bioquímica i de Biologia Molecular)

Data:	2021
Resum:	The zinc dithiocarbamates functionalized with folic acid 2 and 3 were synthesized with a simple straightforward method, using an appropriated folic acid derivative and a functionalized zinc dithiocarbamate (1). Zinc complexes 2 and 3 show very low solubilities in water, making them useful for preparing Tc-99m radiopharmaceuticals with a potentially high molar activity. Thus, the transmetallation reaction in water medium between the zinc complexes 2 or 3 and the cation fac-[ Tc(H O) (CO) ], in the presence of the monodentate ligand TPPTS, leads to the formation of the 2 + 1 complexes fac-[ Tc(CO) (SS)(P)] bioconjugated to folic acid (2 and 3). In spite of the low solubility of 2 and 3 in water, the reaction yield is higher than 95%, and the excess zinc reagent is easily removed by centrifugation. The Tc-99m complexes were characterized by comparing their HPLC with those of the homologous rhenium complexes (2 and 3) previously synthesized and characterized by standard methods. Preliminary in vivo studies with 2 and 3 indicate low specific binding to folate receptors. In summary, Tc-99m folates 2 and 3 were prepared in high yields, using a one-pot transmetallation reaction with low soluble zinc dithiocarbamates (>1 ppm), at moderate temperature, without needing a subsequent purification step.
Ajuts:	Ministerio de Economía y Competitividad BIO2015-67358-C2-2-P Ministerio de Economía y Competitividad CTQ2015-70371-REDT Agència de Gestió d'Ajuts Universitaris i de Recerca 2017/SGR-795
Drets:	Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.
Llengua:	Anglès
Document:	Article ; recerca ; Versió publicada
Matèria:	Technetium ; Carbonyl ; Folic ; Transmetallation ; Radiopharmaceutical ; Rhenium
Publicat a:	Molecules, Vol. 26, Núm. 8 (April 2021) , art. 2373, ISSN 1420-3049

DOI: 10.3390/molecules26082373
PMID: 33921789

15 p, 3.7 MB

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