Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands

Current breast cancer therapies are unable to positively impact the lives of a significant proportion of diagnosed patients (24% based on 10-year survival rate). Breast cancer relapse and metastasis, the leading cause of breast cancer-associated deaths, is linked to the existence of breast cancer st...

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Main Authors: Yihan Wang, Kuldip Singh, Chunxin Lu, Kogularamanan Suntharalingam
Format: Article
Language:English
Published: MDPI AG 2025-04-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/7/1636
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author Yihan Wang
Kuldip Singh
Chunxin Lu
Kogularamanan Suntharalingam
author_facet Yihan Wang
Kuldip Singh
Chunxin Lu
Kogularamanan Suntharalingam
author_sort Yihan Wang
collection DOAJ
description Current breast cancer therapies are unable to positively impact the lives of a significant proportion of diagnosed patients (24% based on 10-year survival rate). Breast cancer relapse and metastasis, the leading cause of breast cancer-associated deaths, is linked to the existence of breast cancer stem cells (CSCs). Redox-modulating metal complexes have been used to perturb the redox balance in breast CSCs and effect cell death. Here, we sought to expand this promising class of anti-breast CSC agents. Specifically, we report the synthesis, and anti-breast CSC properties of a series of copper(II) complexes bearing regioisomeric vanillin Schiff base ligands (<b>1</b>–<b>4</b>). X-ray crystallography studies show that the copper(II) complexes <b>1</b>–<b>4</b> adopt square planar geometries with the copper(II) centre coordinated to two vanillin Schiff base ligands. The most effective copper(II) complex within the series <b>4</b> displays low micromolar potency towards breast CSCs, up to 4.6-fold higher than salinomycin and cisplatin. Mechanistic studies indicate that copper(II) complex <b>4</b> elevates reactive oxygen species levels in breast CSCs, leading to activation of the JNK/p38 pathway and caspase-dependent apoptosis. Overall, this work expands the library of anti-breast CSC copper(II) complexes and provides insight into their mode of action.
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spelling doaj-art-b0d2ebe4ba1a4cbd8b5119be3465162a2025-08-20T02:09:20ZengMDPI AGMolecules1420-30492025-04-01307163610.3390/molecules30071636Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base LigandsYihan Wang0Kuldip Singh1Chunxin Lu2Kogularamanan Suntharalingam3School of Chemistry, University of Leicester, Leicester LE1 7RH, UKSchool of Chemistry, University of Leicester, Leicester LE1 7RH, UKCollege of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, ChinaSchool of Chemistry, University of Leicester, Leicester LE1 7RH, UKCurrent breast cancer therapies are unable to positively impact the lives of a significant proportion of diagnosed patients (24% based on 10-year survival rate). Breast cancer relapse and metastasis, the leading cause of breast cancer-associated deaths, is linked to the existence of breast cancer stem cells (CSCs). Redox-modulating metal complexes have been used to perturb the redox balance in breast CSCs and effect cell death. Here, we sought to expand this promising class of anti-breast CSC agents. Specifically, we report the synthesis, and anti-breast CSC properties of a series of copper(II) complexes bearing regioisomeric vanillin Schiff base ligands (<b>1</b>–<b>4</b>). X-ray crystallography studies show that the copper(II) complexes <b>1</b>–<b>4</b> adopt square planar geometries with the copper(II) centre coordinated to two vanillin Schiff base ligands. The most effective copper(II) complex within the series <b>4</b> displays low micromolar potency towards breast CSCs, up to 4.6-fold higher than salinomycin and cisplatin. Mechanistic studies indicate that copper(II) complex <b>4</b> elevates reactive oxygen species levels in breast CSCs, leading to activation of the JNK/p38 pathway and caspase-dependent apoptosis. Overall, this work expands the library of anti-breast CSC copper(II) complexes and provides insight into their mode of action.https://www.mdpi.com/1420-3049/30/7/1636metallopharmaceuticalsbioinorganic chemistrycoppercancer stem cellsreactive oxygen species
spellingShingle Yihan Wang
Kuldip Singh
Chunxin Lu
Kogularamanan Suntharalingam
Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
Molecules
metallopharmaceuticals
bioinorganic chemistry
copper
cancer stem cells
reactive oxygen species
title Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
title_full Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
title_fullStr Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
title_full_unstemmed Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
title_short Anti-Cancer Stem Cell Properties of Square Planar Copper(II) Complexes with Vanillin Schiff Base Ligands
title_sort anti cancer stem cell properties of square planar copper ii complexes with vanillin schiff base ligands
topic metallopharmaceuticals
bioinorganic chemistry
copper
cancer stem cells
reactive oxygen species
url https://www.mdpi.com/1420-3049/30/7/1636
work_keys_str_mv AT yihanwang anticancerstemcellpropertiesofsquareplanarcopperiicomplexeswithvanillinschiffbaseligands
AT kuldipsingh anticancerstemcellpropertiesofsquareplanarcopperiicomplexeswithvanillinschiffbaseligands
AT chunxinlu anticancerstemcellpropertiesofsquareplanarcopperiicomplexeswithvanillinschiffbaseligands
AT kogularamanansuntharalingam anticancerstemcellpropertiesofsquareplanarcopperiicomplexeswithvanillinschiffbaseligands