Synthesis of Methoxy Amido Xanthate Ligand and Preliminary Rhenium-188 Radiolabeling Studies

AuthorAli Ashrfi Goudarzien
AuthorMehdi Salehi Baroughen
AuthorLeila Moghaddam-Banaemen
AuthorSaeed Kakaeien
AuthorFariba Johari Dahaen
OrcidMehdi Salehi Barough [0000-0002-5680-0002]en
OrcidLeila Moghaddam-Banaem [0000-0002-0046-0731]en
OrcidFariba Johari Daha [0000-0002-4395-941X]en
Issued Date2026-12-31en
AbstractBackground: Rhenium-188 (188Re) is a high-energy β--emitting radionuclide with favorable physical and chemical properties for targeted radionuclide therapy and theranostic applications. In this study, a novel sulfur- and nitrogen-containing chelator, methoxy amido xanthate (MAX), was synthesized and evaluated for efficient radiolabeling with 188Re. In a second step, radiolabeling of the alendronate bisphosphonate was assessed for potential theranostic applications in bone metastases. Objectives: This study aimed to synthesize and characterize the MAX ligand, optimize its radiolabeling with 188Re, and evaluate the association between the 188Re-MAX complex and alendronate. Methods: The ligand was prepared by reacting chloroacetamide with xanthate derivatives and was characterized using Fourier-transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopy. Radiolabeling was performed using generator-eluted sodium perrhenate (188ReO4-) under reducing conditions using stannous chloride and ascorbic acid. Key parameters affecting labeling efficiency, including ligand concentration, pH, reducing agent amount, and the effect of ascorbic acid as a stabilizing agent, were systematically optimized. Radiochemical purity was assessed by instant thin-layer chromatography (ITLC). In the second step, varying amounts of alendronate were added to 188Re-MAX under optimal conditions at 100°C for 30 minutes, and radiochemical purity was measured to determine the optimal alendronate amount. Results: Under optimal conditions (pH 5 - 6), radiochemical yields exceeding 98% were achieved at 100°C (80 - 100 mCi of 188Re, 12 mg MAX, 6 mg SnCl2, and 4 mg ascorbic acid) for 188Re-MAX. These findings indicate that the MAX ligand forms a stable complex with 188Re and represents a promising platform for the development of therapeutic and theranostic radiopharmaceuticals. For 188Re-MAX-alendronate, 96% radiochemical purity was achieved by adding 8 mg of alendronate to the mixture at pH 5 - 6. Conclusions: A novel MAX ligand was successfully synthesized and radiolabeled with 188Re under mild conditions. Alendronate was also labeled using 188Re-MAX. High radiochemical yields and purity were achieved by optimizing key labeling parameters. Given the favorable physical characteristics of 188Re and the strong chelation observed, the 188Re-MAX complex is a viable candidate for the development of therapeutic and theranostic radiopharmaceuticals. The 188Re-MAX complex demonstrated favorable radiochemical properties and warrants further biological evaluation, including toxicity, stability, biodistribution, and dosimetric studies, before therapeutic application can be considered.en
DOIhttps://doi.org/10.5812/ijpr-171671en
URIhttps://brieflands.com/journals/ijpr/articles/171671en
Keyword<sup>188</sup>Reen
KeywordRadiolabelingen
KeywordMethoxyamido Xanthateen
KeywordChelatoren
PublisherBrieflandsen
TitleSynthesis of Methoxy Amido Xanthate Ligand and Preliminary Rhenium-188 Radiolabeling Studiesen
TypeResearch Articleen

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