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In vivo stable 211At-labeled prostate-specific membrane antigen-targeted tracer using a neopentyl glycol structure

Hiroyuki Suzuki, Kento Kannaka, Mizuki Hirayama, Tomoki Yamashita, Yuta Kaizuka, Ryota Kobayashi, Takahiro Yasuda, Kazuhiro Takahashi, Tomoya Uehara

2024EJNMMI Radiopharmacy and Chemistry14 citationsDOIOpen Access PDF

Abstract

Abstract Background Prostate cancer is a common cancer among men worldwide that has a very poor prognosis, especially when it progresses to metastatic castration-resistant prostate cancer (mCRPC). Therefore, novel therapeutic agents for mCRPC are urgently required. Because prostate-specific membrane antigen (PSMA) is overexpressed in mCRPC, targeted alpha therapy (TAT) for PSMA is a promising treatment for mCRPC. Astatine-211 ( 211 At) is a versatile α-emitting radionuclide that can be produced using a cyclotron. Therefore, 211 At-labeled PSMA compounds could be useful for TAT; however, 211 At-labeled compounds are unstable against deastatination in vivo. In this study, to develop in vivo stable 211 At-labeled PSMA derivatives, we designed and synthesized 211 At-labeled PSMA derivatives using a neopentyl glycol (NpG) structure that can stably retain 211 At in vivo. We also evaluated their biodistribution in normal and tumor-bearing mice. Results We designed and synthesized 211 At-labeled PSMA derivatives containing two glutamic acid (Glu) linkers between the NpG structure and asymmetric urea (NpG-L-PSMA ((L-Glu) 2 linker used) and NpG-D-PSMA ((D-Glu) 2 linker used)). First, we evaluated the characteristics of 125 I-labeled NpG derivatives because 125 I was readily available. [ 125 I]I-NpG-L-PSMA and [ 125 I]I-NpG-D-PSMA showed low accumulation in the stomach and thyroid, indicating their high in vivo stability against deiodination. [ 125 I]I-NpG-L-PSMA was excreted in urine as hydrophilic radiometabolites in addition to the intact form. Meanwhile, [ 125 I]I-NpG-D-PSMA was excreted in urine in an intact form. In both cases, no radioactivity was observed in the free iodine fraction. [ 125 I]I-NpG-D-PSMA showed higher tumor accumulation than [ 125 I]I-NpG-L-PSMA. We then developed 211 At-labeled PSMA using the NpG-D-PSMA structure. [ 211 At]At-NpG-D-PSMA showed low accumulation in the stomach and thyroid in normal mice, indicating its high stability against deastatination in vivo. Moreover, [ 211 At]At-NpG-D-PSMA showed high accumulation in tumor similar to that of [ 125 I]I-NpG-D-PSMA. Conclusions [ 211 At]At-NpG-D-PSMA showed high in vivo stability against deastatination and high tumor accumulation. [ 211 At]At-NpG-D-PSMA should be considered as a potential new TAT for mCRPC.

Topics & Concepts

In vivoBiodistributionProstate cancerGlutamate carboxypeptidase IIChemistryLinkerCancer researchProstateConjugateCancerPharmacologyIn vitroBiochemistryMedicineInternal medicineBiologyMathematicsOperating systemComputer scienceMathematical analysisBiotechnologyRadiopharmaceutical Chemistry and ApplicationsProstate Cancer Treatment and ResearchMedical Imaging and Pathology Studies