Deferasirox Derivatives: Ligands for the Lanthanide Series

Mangel, Daniel N.; Juarez, Gabriel J.; Carpenter, Stephanie H.; Steinbrueck, Axel; Lynch, Vincent M.; Yang, Jian; Sedgwick, Adam C.; Tondreau, Aaron; Sessler, Jonathan L.

doi:10.1021/jacs.3c08375

Title: Deferasirox Derivatives: Ligands for the Lanthanide Series

Journal Article · 25 September 2023 · Journal of the American Chemical Society

DOI: https://doi.org/10.1021/jacs.3c08375 · OSTI ID:2203401

Mangel, Daniel N. ^[1];

^[1];

^[2];

^[1]; Lynch, Vincent M. ^[1]; Yang, Jian ^[1];

^[3]; Tondreau, Aaron ^[2];

^[1]

University of Texas, Austin, TX (United States)
Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
University of Oxford (United Kingdom)

Deferasirox is an FDA-approved iron chelator used in the treatment of iron toxicity. In this work, we report the use of several deferasirox derivatives as lanthanide chelators. Solid-state structural studies of three representative trivalent lanthanide cations, La(III), Eu(III), and Lu(III), revealed the formation of 2:2 complexes in the solid state. A 1:1 stoichiometry dominates in DMSO solution, with K_a values of 472 ± 14, 477 ± 11, and 496 ± 15 M^–1 being obtained in the case of these three cations, respectively. Under the conditions of competitive precipitation in the presence of triethylamine, high selectivity (up to 80%) for lutetium(III) was observed in competition with La(III), Ce(III), and Eu(III). In conclusion, theoretical calculations provided support for the observed selective crystallization.

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Research Organization:: Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); USDOE National Nuclear Security Administration (NNSA); Robert A. Welch Foundation

Grant/Contract Number:: 89233218CNA000001

OSTI ID:: 2203401

Report Number(s):: LA-UR--22-32546; {"Journal ID: ISSN 0002-7863",""}

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 40 Vol. 145; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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37
Cations
Lanthanides
Ligands
Reaction products
Selectivity

CCDC 2224816: Experimental Crystal Structure Determination N., Mangel, Daniel; J., Juarez, Gabriel; H., Carpenter, Stephanie https://doi.org/10.5517/ccdc.csd.cc2dp38h The current record is supplemented by this dataset	dataset	January 2023
CCDC 2223473: Experimental Crystal Structure Determination N., Mangel, Daniel; J., Juarez, Gabriel; H., Carpenter, Stephanie https://doi.org/10.5517/ccdc.csd.cc2dmpyp The current record is supplemented by this dataset	dataset	January 2023
CCDC 2224112: Experimental Crystal Structure Determination N., Mangel, Daniel; J., Juarez, Gabriel; H., Carpenter, Stephanie https://doi.org/10.5517/ccdc.csd.cc2dnck0 The current record is supplemented by this dataset	dataset	January 2023
CCDC 2222841: Experimental Crystal Structure Determination N., Mangel, Daniel; J., Juarez, Gabriel; H., Carpenter, Stephanie https://doi.org/10.5517/ccdc.csd.cc2dm1kn The current record is supplemented by this dataset	dataset	January 2023

Title: Deferasirox Derivatives: Ligands for the Lanthanide Series

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