Evaluation of macrocyclic hydroxyisophthalamide ligands as chelators for zirconium-89

Bhatt, Nikunj B.; Pandya, Darpan N.; Xu, Jide; Tatum, David; Magda, Darren; Wadas, Thaddeus J.; Boswell, C. Andrew

doi:10.1371/journal.pone.0178767

Title: Evaluation of macrocyclic hydroxyisophthalamide ligands as chelators for zirconium-89

Journal Article · Fri Jun 02 04:00:00 UTC 2017 · PLoS ONE

DOI: https://doi.org/10.1371/journal.pone.0178767 · OSTI ID:1374895

Bhatt, Nikunj B. ^[1]; Pandya, Darpan N. ^[2]; Xu, Jide ^[3]; Tatum, David ^[3]; Magda, Darren ^[3];

^[2]; Boswell, C. Andrew ^[4]

Wake Forest School of Medicine, Winston-Salem, NC (United States). Dept. of Cancer Biology; Wake Forest School of Medicine
Wake Forest School of Medicine, Winston-Salem, NC (United States). Dept. of Cancer Biology
Lumiphore, Inc., Berkeley, CA (United States)
Genentech Inc., San Francisco, CA (United States)

The development of bifunctional chelators (BFCs) for zirconium-89 immuno-PET applications is an area of active research. We report the synthesis and evaluation of octadentate hydroxyisophthalamide ligands (1 and 2) as zirconium-89 chelators. And while both radiometal complexes could be prepared quantitatively and with excellent specific activity, preparation of ⁸⁹Zr-1 required elevated temperature and an increased reaction time. ⁸⁹Zr-1 was more stable than ⁸⁹Zr-2 when challenged in vitro by excess DTPA or serum proteins and in vivo during acute biodistribution studies. The differences in radiometal complex stability arise from structural changes between the two ligand systems, and suggest further ligand optimization is necessary to enhance ⁸⁹Zr chelation.

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Research Organization:: Washington Univ., St. Louis, MO (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Nuclear Physics Isotope Program (NP) (SC-26)

Grant/Contract Number:: SC0008657

OSTI ID:: 1374895

Journal Information:: PLoS ONE, Journal Name: PLoS ONE Journal Issue: 6 Vol. 12; ISSN 1932-6203

Publisher:: Public Library of ScienceCopyright Statement

Country of Publication:: United States

Language:: English

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Macrocycle-Based Hydroxamate Ligands for Complexation and Immunoconjugation of ⁸⁹ Zirconium for Positron Emission Tomography (PET) Imaging Boros, Eszter; Holland, Jason P.; Kenton, Nathaniel ChemPlusChem, Vol. 81, Issue 3 https://doi.org/10.1002/cplu.201600003	journal	January 2016
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A Modular Labeling Strategy for In Vivo PET and Near-Infrared Fluorescence Imaging of Nanoparticle Tumor Targeting Perez-Medina, C.; Abdel-Atti, D.; Zhang, Y. Journal of Nuclear Medicine, Vol. 55, Issue 10 https://doi.org/10.2967/jnumed.114.141861	journal	July 2014
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Recent Advances in Zirconium-89 Chelator Development Bhatt, Nikunj; Pandya, Darpan; Wadas, Thaddeus Molecules, Vol. 23, Issue 3 https://doi.org/10.3390/molecules23030638	journal	March 2018
Direct comparison of the in vitro and in vivo stability of DFO, DFO* and DFOcyclo* for 89Zr-immunoPET Raavé, René; Sandker, Gerwin; Adumeau, Pierre European Journal of Nuclear Medicine and Molecular Imaging, Vol. 46, Issue 9 https://doi.org/10.1007/s00259-019-04343-2	journal	June 2019
Progress of Coordination and Utilization of Zirconium-89 for Positron Emission Tomography (PET) Studies La, Minh Thanh; Tran, Van Hieu; Kim, Hee-Kwon Nuclear Medicine and Molecular Imaging, Vol. 53, Issue 2 https://doi.org/10.1007/s13139-019-00584-z	journal	January 2019
The chemistry of PET imaging with zirconium-89 Dilworth, Jonathan R.; Pascu, Sofia I. Chemical Society Reviews, Vol. 47, Issue 8 https://doi.org/10.1039/c7cs00014f	journal	January 2018
A comprehensively revised strategy that improves the specific activity and long-term stability of clinically relevant ⁸⁹ Zr-immuno-PET agents Bhatt, Nikunj B.; Pandya, Darpan N.; Rideout-Danner, Stephanie Dalton Transactions, Vol. 47, Issue 37 https://doi.org/10.1039/c8dt01841c	journal	January 2018

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