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NHC-Ag(I) and NHC-Au(I) Complexes with -Boc-Protected α-Amino Acidate Counterions Powerfully Affect the Growth of MDA-MB-231 Cells

Abstract

-Heterocyclic carbene (NHC) metal complexes are attracting scientists' interest as an alluring class of metallodrugs. Indeed, the versatile functionalization of NHC ligands makes them optimal scaffolds to be developed in medicinal chemistry. Besides, amino acids are great biological ligands for metals, such as silver and gold, even though their use is still under-investigated. Aiming to shed light on the anticancer properties of this kind of complex, we investigated a series of silver and gold complexes, stabilized by NHC ligands and bearing carboxylate salts of -butyloxycarbonyl (Boc)--protected glycine and l-phenylalanine as anionic ligands. The most active complexes, and , powerfully affect the growth of MDA-MB-231 breast cancer cells, with IC values in the low nanomolar range. Further studies demonstrated the blockade of the human topoisomerase I activity and actin polymerization reaction at 0.001 μM. These unique features make these complexes very interesting and worthy to be used for future studies.

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References
1.
Jalal M, Hammouti B, Touzani R, Aouniti A, Ozdemir I . Metal-NHC heterocycle complexes in catalysis and biological applications: Systematic review. Mater Today Proc. 2020; 31:S122-S129. PMC: 7365653. DOI: 10.1016/j.matpr.2020.06.398. View

2.
Iacopetta D, Mariconda A, Saturnino C, Caruso A, Palma G, Ceramella J . Novel Gold and Silver Carbene Complexes Exert Antitumor Effects Triggering the Reactive Oxygen Species Dependent Intrinsic Apoptotic Pathway. ChemMedChem. 2017; 12(24):2054-2065. DOI: 10.1002/cmdc.201700634. View

3.
Xiong K, Qian C, Yuan Y, Wei L, Liao X, He L . Necroptosis Induced by Ruthenium(II) Complexes as Dual Catalytic Inhibitors of Topoisomerase I/II. Angew Chem Int Ed Engl. 2020; 59(38):16631-16637. DOI: 10.1002/anie.202006089. View

4.
Katkar P, Coletta A, Castelli S, Sabino G, Couto R, da Costa Ferreira A . Effect of oxindolimine copper(II) and zinc(II) complexes on human topoisomerase I activity. Metallomics. 2013; 6(1):117-25. DOI: 10.1039/c3mt00099k. View

5.
Noh S, Kim D, Jung W, Koo J . Expression levels of serine/glycine metabolism-related proteins in triple negative breast cancer tissues. Tumour Biol. 2014; 35(5):4457-68. DOI: 10.1007/s13277-013-1588-z. View