Mannose‐Inspired Mesoionic Carbenes: Building Antitumor Palladium(II) Allyl Complexes

The synthesis and anticancer evaluation of palladium(II) complexes bearing mannose‐conjugated mesoionic carbenes and their triazolium precursors (triazolium palladates) is reported. Ligand precursors are easily obtained via copper‐catalyzed azide–alkyne cycloaddition. Palladium allyl carbene complexes are prepared extending the weak base route protocol to triazolium salts by reacting the metal precursor and azolium salts with potassium carbonate as the base in acetonitrile and under mild conditions. Additionally, triazolium allyl palladates are isolated, which represent the first examples of triazolium palladate complexes described in the literature. In vitro tests on a panel of cancer cell lines (A2780, A2780 cis , DLD‐1) reveal better or comparable cytotoxicity to cisplatin. The majority of complexes exhibit low cytotoxicity (>100 μM) toward MRC‐5 and FT‐190 nontumoral cell lines demonstrating remarkable in vitro selectivity.

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Journal
European Journal of Inorganic Chemistry
Published
2025-09-16
DOI
https://doi.org/10.1002/ejic.202500382
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
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article

Mannose‐Inspired Mesoionic Carbenes: Building Antitumor Palladium(II) Allyl Complexes

Isabella Caligiuri, Flavio Rizzolio, Thomas Scattolin, Fabiano Visentin et al.
European Journal of Inorganic Chemistry
Catalytic Cross-Coupling Reactions
article

Mannose‐Inspired Mesoionic Carbenes: Building Antitumor Palladium(II) Allyl Complexes

Isabella Caligiuri, Flavio Rizzolio, Thomas Scattolin, Fabiano Visentin, Giovanni Tonon, Martina Scianna
article en

Abstract

The synthesis and anticancer evaluation of palladium(II) complexes bearing mannose‐conjugated mesoionic carbenes and their triazolium precursors (triazolium palladates) is reported. Ligand precursors are easily obtained via copper‐catalyzed azide–alkyne cycloaddition. Palladium allyl carbene complexes are prepared extending the weak base route protocol to triazolium salts by reacting the metal precursor and azolium salts with potassium carbonate as the base in acetonitrile and under mild conditions. Additionally, triazolium allyl palladates are isolated, which represent the first examples of triazolium palladate complexes described in the literature. In vitro tests on a panel of cancer cell lines (A2780, A2780 cis , DLD‐1) reveal better or comparable cytotoxicity to cisplatin. The majority of complexes exhibit low cytotoxicity (>100 μM) toward MRC‐5 and FT‐190 nontumoral cell lines demonstrating remarkable in vitro selectivity.

European Journal of Inorganic ChemistryVol. 28(29)
University of Padua (IT), Ca' Foscari University of Venice (IT), Centro di Riferimento Oncologico (IT)
Openalex Percentile: Top 81%
Catalytic Cross-Coupling Reactions
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