New bioconjugated technetium and rhenium folates synthesized by transmetallation reaction with zinc derivatives
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 prepar...
| Autores: | , , , , , , |
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| Tipo de documento: | artigo |
| Data de publicação: | 2021 |
| País: | España |
| Recursos: | Universitat Autònoma de Barcelona |
| Repositório: | Dipòsit Digital de Documents de la UAB |
| Idioma: | inglês |
| OAI Identifier: | oai:ddd.uab.cat:250125 |
| Acesso em linha: | https://ddd.uab.cat/record/250125 https://dx.doi.org/urn:doi:10.3390/molecules26082373 |
| Access Level: | Acceso aberto |
| Palavra-chave: | Technetium Carbonyl Folic Transmetallation Radiopharmaceutical Rhenium |
| Resumo: | 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. |
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