Literature DB >> 27329046

Synthesis and preclinical evaluation of an Al18F radiofluorinated GLU-UREA-LYS(AHX)-HBED-CC PSMA ligand.

Stefano Boschi1, Jason T Lee2, Seval Beykan3, Roger Slavik4, Liu Wei4, Claudio Spick4, Uta Eberlein3, Andreas K Buck3, Filippo Lodi1, Gianfranco Cicoria5, Johannes Czernin4, Michael Lassmann3, Stefano Fanti1, Ken Herrmann6,7.   

Abstract

PURPOSE: The aim of this study was to synthesize and preclinically evaluate an 18F-PSMA positron emission tomography (PET) tracer. Prostate-specific membrane antigen (PSMA) specificity, biodistribution, and dosimetry in healthy and tumor-bearing mice were determined.
METHODS: Several conditions for the labeling of 18F-PSMA-11 via 18F-AlF-complexation were screened to study the influence of reaction temperature, peptide amount, ethanol volume, and reaction time. After synthesis optimization, biodistribution and dosimetry studies were performed in C57BL6 mice. For proof of PSMA-specificity, mice were implanted with PSMA-negative (PC3) and PSMA-positive (LNCaP) tumors in contralateral flanks. Static and dynamic microPET/computed tomography (CT) imaging was performed.
RESULTS: Quantitative labeling yields could be achieved with >97 % radiochemical purity. The 18F-PSMA-11 uptake was more than 24-fold higher in PSMA-high LNCaP than in PSMA-low PC3 tumors (18.4 ± 3.3 %ID/g and 0.795 ± 0.260 %ID/g, respectively; p < 4.2e-5). Results were confirmed by ex vivo gamma counter analysis of tissues after the last imaging time point. The highest absorbed dose was reported for the kidneys. The maximum effective dose for an administered activity of 200 MBq was 1.72 mSv.
CONCLUSION: 18F-PSMA-11 using direct labeling of chelate-attached peptide with aluminum-fluoride detected PSMA-expressing tumors with high tumor-to-liver ratios. The kidneys were the dose-limiting organs. Even by applying the most stringent dosimetric calculations, injected activities of up to 0.56 GBq are feasible.

Entities:  

Keywords:  18F; Dosimetry; PET; PSMA; Preclinical; Prostate cancer

Mesh:

Substances:

Year:  2016        PMID: 27329046      PMCID: PMC5050145          DOI: 10.1007/s00259-016-3437-y

Source DB:  PubMed          Journal:  Eur J Nucl Med Mol Imaging        ISSN: 1619-7070            Impact factor:   9.236


  37 in total

1.  2-(3-{1-Carboxy-5-[(6-[18F]fluoro-pyridine-3-carbonyl)-amino]-pentyl}-ureido)-pentanedioic acid, [18F]DCFPyL, a PSMA-based PET imaging agent for prostate cancer.

Authors:  Ying Chen; Mrudula Pullambhatla; Catherine A Foss; Youngjoo Byun; Sridhar Nimmagadda; Srinivasan Senthamizhchelvan; George Sgouros; Ronnie C Mease; Martin G Pomper
Journal:  Clin Cancer Res       Date:  2011-10-31       Impact factor: 12.531

2.  New lyophilized kit for rapid radiofluorination of peptides.

Authors:  William J McBride; Christopher A D'Souza; Habibe Karacay; Robert M Sharkey; David M Goldenberg
Journal:  Bioconjug Chem       Date:  2012-02-10       Impact factor: 4.774

Review 3.  PET imaging in prostate cancer: focus on prostate-specific membrane antigen.

Authors:  Ronnie C Mease; Catherine A Foss; Martin G Pomper
Journal:  Curr Top Med Chem       Date:  2013       Impact factor: 3.295

4.  The Theranostic PSMA Ligand PSMA-617 in the Diagnosis of Prostate Cancer by PET/CT: Biodistribution in Humans, Radiation Dosimetry, and First Evaluation of Tumor Lesions.

Authors:  Ali Afshar-Oromieh; Henrik Hetzheim; Clemens Kratochwil; Martina Benesova; Matthias Eder; Oliver C Neels; Michael Eisenhut; Wolfgang Kübler; Tim Holland-Letz; Frederik L Giesel; Walter Mier; Klaus Kopka; Uwe Haberkorn
Journal:  J Nucl Med       Date:  2015-08-20       Impact factor: 10.057

5.  (68)Ga-PSMA ligand PET versus (18)F-NaF PET: evaluation of response to (223)Ra therapy in a prostate cancer patient.

Authors:  Christian Uprimny; Alexander Kroiss; Bernhard Nilica; Sabine Buxbaum; Clemens Decristoforo; Wolfgang Horninger; Irene J Virgolini
Journal:  Eur J Nucl Med Mol Imaging       Date:  2014-10-08       Impact factor: 9.236

6.  Initial Evaluation of [(18)F]DCFPyL for Prostate-Specific Membrane Antigen (PSMA)-Targeted PET Imaging of Prostate Cancer.

Authors:  Zsolt Szabo; Esther Mena; Steven P Rowe; Donika Plyku; Rosa Nidal; Mario A Eisenberger; Emmanuel S Antonarakis; Hong Fan; Robert F Dannals; Ying Chen; Ronnie C Mease; Melin Vranesic; Akrita Bhatnagar; George Sgouros; Steve Y Cho; Martin G Pomper
Journal:  Mol Imaging Biol       Date:  2015-08       Impact factor: 3.488

7.  Initial Experience of (68)Ga-PSMA PET/CT Imaging in High-risk Prostate Cancer Patients Prior to Radical Prostatectomy.

Authors:  Lars Budäus; Sami-Ramzi Leyh-Bannurah; Georg Salomon; Uwe Michl; Hans Heinzer; Hartwig Huland; Markus Graefen; Thomas Steuber; Clemens Rosenbaum
Journal:  Eur Urol       Date:  2015-06-25       Impact factor: 20.096

8.  Detection of brain metastasis with 68Ga-labeled PSMA ligand PET/CT: a novel radiotracer for imaging of prostate carcinoma.

Authors:  Partha Sarathi Chakraborty; Rajiv Kumar; Madhavi Tripathi; Chandan Jyoti Das; Chandrasekhar Bal
Journal:  Clin Nucl Med       Date:  2015-04       Impact factor: 7.794

9.  [18F]fluoromethyl triflate, a novel and reactive [18F]fluoromethylating agent: preparation and application to the on-column preparation of [18F]fluorocholine.

Authors:  Ren Iwata; Claudio Pascali; Anna Bogni; Shozo Furumoto; Kazunori Terasaki; Kazuhiko Yanai
Journal:  Appl Radiat Isot       Date:  2002-09       Impact factor: 1.513

10.  Comparison of [(18)F]DCFPyL and [ (68)Ga]Ga-PSMA-HBED-CC for PSMA-PET Imaging in Patients with Relapsed Prostate Cancer.

Authors:  Markus Dietlein; Carsten Kobe; Georg Kuhnert; Simone Stockter; Thomas Fischer; Klaus Schomäcker; Matthias Schmidt; Felix Dietlein; Boris D Zlatopolskiy; Philipp Krapf; Raphael Richarz; Stephan Neubauer; Alexander Drzezga; Bernd Neumaier
Journal:  Mol Imaging Biol       Date:  2015-08       Impact factor: 3.488

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  10 in total

1.  18F-AlF-Labeled Biomolecule Conjugates as Imaging Pharmaceuticals.

Authors:  Krishan Kumar
Journal:  J Nucl Med       Date:  2018-06-07       Impact factor: 10.057

2.  Synthesis, preclinical evaluation, and first-in-human study of Al18F-PSMA-Q for prostate cancer imaging.

Authors:  Yitian Wu; Xiaojun Zhang; Haoxi Zhou; Baixuan Xu; Jiahe Tian; Shuwei Sun; Jinming Zhang
Journal:  Eur J Nucl Med Mol Imaging       Date:  2022-04-09       Impact factor: 10.057

3.  Synthesis of an Al18F radiofluorinated GLU-UREA-LYS(AHX)-HBED-CC PSMA ligand in an automated synthesis platform.

Authors:  Javier Giglio; Maia Zeni; Eduardo Savio; Henry Engler
Journal:  EJNMMI Radiopharm Chem       Date:  2018-02-27

4.  Peripheral ganglia in healthy rats as target structures for the evaluation of PSMA imaging agents.

Authors:  Heike Endepols; Agnieszka Morgenroth; Boris D Zlatopolskiy; Philipp Krapf; Johannes Zischler; Raphael Richarz; Sergio Muñoz Vásquez; Bernd Neumaier; Felix M Mottaghy
Journal:  BMC Cancer       Date:  2019-06-26       Impact factor: 4.430

Review 5.  A Comprehensive Review of Non-Covalent Radiofluorination Approaches Using Aluminum [18F]fluoride: Will [18F]AlF Replace 68Ga for Metal Chelate Labeling?

Authors:  Cyril Fersing; Ahlem Bouhlel; Christophe Cantelli; Philippe Garrigue; Vincent Lisowski; Benjamin Guillet
Journal:  Molecules       Date:  2019-08-07       Impact factor: 4.411

6.  Multi-Modal PET and MR Imaging in the Hen's Egg Test-Chorioallantoic Membrane (HET-CAM) Model for Initial in Vivo Testing of Target-Specific Radioligands.

Authors:  Gordon Winter; Andrea B F Koch; Jessica Löffler; Mika Lindén; Christoph Solbach; Alireza Abaei; Hao Li; Gerhard Glatting; Ambros J Beer; Volker Rasche
Journal:  Cancers (Basel)       Date:  2020-05-15       Impact factor: 6.639

7.  Intra-individual dynamic comparison of 18F-PSMA-11 and 68Ga-PSMA-11 in LNCaP xenograft bearing mice.

Authors:  Sarah Piron; Jeroen Verhoeven; Benedicte Descamps; Ken Kersemans; Kathia De Man; Nick Van Laeken; Leen Pieters; Anne Vral; Christian Vanhove; Filip De Vos
Journal:  Sci Rep       Date:  2020-12-03       Impact factor: 4.379

8.  18F[AlF]-radiolabelled Peptides on the Automated Synthesis Platform: Translating the Laboratory Bench Work to Bedside.

Authors:  Hishar Hassan; Hairil Rashmizal Abdul Razak; Fathinul Fikri Ahmad Saad; Vijay Kumar
Journal:  Malays J Med Sci       Date:  2019-08-29

9.  Optimization of PET protocol and interrater reliability of 18F-PSMA-11 imaging of prostate cancer.

Authors:  Sarah Piron; Kathia De Man; Vanessa Schelfhout; Nick Van Laeken; Ken Kersemans; Eric Achten; Filip De Vos; Piet Ost
Journal:  EJNMMI Res       Date:  2020-02-24       Impact factor: 3.138

Review 10.  18F-Labeled, PSMA-Targeted Radiotracers: Leveraging the Advantages of Radiofluorination for Prostate Cancer Molecular Imaging.

Authors:  Rudolf A Werner; Thorsten Derlin; Constantin Lapa; Sara Sheikbahaei; Takahiro Higuchi; Frederik L Giesel; Spencer Behr; Alexander Drzezga; Hiroyuki Kimura; Andreas K Buck; Frank M Bengel; Martin G Pomper; Michael A Gorin; Steven P Rowe
Journal:  Theranostics       Date:  2020-01-01       Impact factor: 11.556

  10 in total

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