Literature DB >> 33601187

Synthesis and preliminary evaluation of 211At-labeled inhibitors of prostate-specific membrane antigen for targeted alpha particle therapy of prostate cancer.

Ganesan Vaidyanathan1, Ronnie C Mease2, Il Minn2, Jaeyeon Choi1, Ying Chen2, Hassan Shallal2, Choong Mo Kang1, Darryl McDougald1, Vivek Kumar2, Martin G Pomper2, Michael R Zalutsky3.   

Abstract

INTRODUCTION: The high potency and short tissue range of α-particles are attractive features for targeted radionuclide therapy, particularly for cancers with micro-metastases. In the current study, we describe the synthesis of a series of 211At-labeled prostate-specific membrane antigen (PSMA) inhibitors and their preliminary evaluation as potential agents for metastatic prostate cancer treatment.
METHODS: Four novel Glu-urea based PSMA ligands containing a trialkyl stannyl group were synthesized and labeled with 211At, and for comparative purposes, 131I, via halodestannylation reactions with N-chlorosuccinimide as the oxidant. A PSMA inhibitory assay was performed to evaluate PSMA binding of the unlabeled, iodinated compounds. A series of paired-label biodistribution experiments were performed to compare each 211At-labeled PSMA ligand to its 131I-labeled counterpart in mice bearing subcutaneous PC3 PSMA+ PIP xenografts.
RESULTS: Radiochemical yields ranged from 32% to 65% for the 211At-labeled PSMA inhibitors and were consistently lower than those obtained with the corresponding 131I-labeled analogue. Good localization in PC3 PSMA+ PIP but not control xenografts was observed for all labeled molecules studied, which exhibited a variable degree of in vivo dehalogenation as reflected by thyroid and stomach activity levels. Normal tissue uptake and in vivo stability for several of the compounds was markedly improved compared with the previously evaluated compounds, [211At]DCABzL and [*I]DCIBzL. CONCLUSIONS AND IMPLICATIONS FOR PATIENT CARE: Compared with the first generation compound [211At]DCABzL, several of the novel 211At-labeled PSMA ligands exhibited markedly improved stability in vivo and higher tumor-to-normal tissue ratios. [211At]GV-620 has the most promising characteristics and warrants further evaluation as a targeted radiotherapeutic for prostate cancer.
Copyright © 2021 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Alpha emitter; Astatine; Prostate cancer; Prostate-specific membrane antigen; Radionuclide therapy

Mesh:

Substances:

Year:  2021        PMID: 33601187      PMCID: PMC7987787          DOI: 10.1016/j.nucmedbio.2021.01.002

Source DB:  PubMed          Journal:  Nucl Med Biol        ISSN: 0969-8051            Impact factor:   2.408


  42 in total

1.  Prosthetic groups for radioiodination and astatination of peptides and proteins: A comparative study of five potential bioorthogonal labeling strategies.

Authors:  Laurent Navarro; Marion Berdal; Michel Chérel; Frédéric Pecorari; Jean-François Gestin; François Guérard
Journal:  Bioorg Med Chem       Date:  2018-11-26       Impact factor: 3.641

Review 2.  α-Emitters for Radiotherapy: From Basic Radiochemistry to Clinical Studies-Part 1.

Authors:  Sophie Poty; Lynn C Francesconi; Michael R McDevitt; Michael J Morris; Jason S Lewis
Journal:  J Nucl Med       Date:  2018-03-15       Impact factor: 10.057

3.  (2S)-2-(3-(1-Carboxy-5-(4-211At-Astatobenzamido)Pentyl)Ureido)-Pentanedioic Acid for PSMA-Targeted α-Particle Radiopharmaceutical Therapy.

Authors:  Ana P Kiess; Il Minn; Ganesan Vaidyanathan; Robert F Hobbs; Anders Josefsson; Colette Shen; Mary Brummet; Ying Chen; Jaeyeon Choi; Eftychia Koumarianou; Kwamena Baidoo; Martin W Brechbiel; Ronnie C Mease; George Sgouros; Michael R Zalutsky; Martin G Pomper
Journal:  J Nucl Med       Date:  2016-05-26       Impact factor: 10.057

4.  177Lu-labeled low-molecular-weight agents for PSMA-targeted radiopharmaceutical therapy.

Authors:  Sangeeta Ray Banerjee; Vivek Kumar; Ala Lisok; Jian Chen; Il Minn; Mary Brummet; Srikanth Boinapally; Michael Cole; Ethel Ngen; Bryan Wharram; Cory Brayton; Robert F Hobbs; Martin G Pomper
Journal:  Eur J Nucl Med Mol Imaging       Date:  2019-08-10       Impact factor: 9.236

5.  Synthesis and analysis of 2-[211At]-L-phenylalanine and 4-[211At]-L-phenylalanine and their uptake in human glioma cell cultures in-vitro.

Authors:  Geerd J Meyer; Almut Walte; Siva R Sriyapureddy; Michaela Grote; Doris Krull; Zekiye Korkmaz; Wolfram H Knapp
Journal:  Appl Radiat Isot       Date:  2010-01-13       Impact factor: 1.513

Review 6.  Prostate-Specific Membrane Antigen-Targeted Radiohalogenated PET and Therapeutic Agents for Prostate Cancer.

Authors:  Steven P Rowe; Alexander Drzezga; Bernd Neumaier; Markus Dietlein; Michael A Gorin; Michael R Zalutsky; Martin G Pomper
Journal:  J Nucl Med       Date:  2016-10       Impact factor: 10.057

7.  1-(m-[211At]astatobenzyl)guanidine: synthesis via astato demetalation and preliminary in vitro and in vivo evaluation.

Authors:  G Vaidyanathan; M R Zalutsky
Journal:  Bioconjug Chem       Date:  1992 Nov-Dec       Impact factor: 4.774

8.  A modular strategy to prepare multivalent inhibitors of prostate-specific membrane antigen (PSMA).

Authors:  Sangeeta Ray Banerjee; Mrudula Pullambhatla; Hassan Shallal; Ala Lisok; Ronnie C Mease; Martin G Pomper
Journal:  Oncotarget       Date:  2011-12

Review 9.  A Critical Review of Alpha Radionuclide Therapy-How to Deal with Recoiling Daughters?

Authors:  Robin M de Kruijff; Hubert T Wolterbeek; Antonia G Denkova
Journal:  Pharmaceuticals (Basel)       Date:  2015-06-10
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  2 in total

1.  Advances in PSMA theranostics.

Authors:  Thomas M Jeitner; John W Babich; James M Kelly
Journal:  Transl Oncol       Date:  2022-05-18       Impact factor: 4.803

2.  An Improved 211At-Labeled Agent for PSMA-Targeted α-Therapy.

Authors:  Ronnie C Mease; Choong Mo Kang; Vivek Kumar; Sangeeta Ray Banerjee; Il Minn; Mary Brummet; Kathleen L Gabrielson; Yutian Feng; Andrew Park; Ana P Kiess; George Sgouros; Ganesan Vaidyanathan; Michael R Zalutsky; Martin G Pomper
Journal:  J Nucl Med       Date:  2021-06-04       Impact factor: 10.057

  2 in total

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