Cu(<scp>ii</scp>) flavonoids as potential photochemotherapeutic agents

Das, Namisha; Bora, Bidisha; Upadhyay, Aarti; Das, Dhananjay; Bera, Arpan; Goswami, Tridib K.

doi:10.1039/d3dt02663a

Cited by 2 publications

(1 citation statement)

References 82 publications

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“…[22] Finally, during the review period for this work, another publication appeared outlining the potential of of Cu(II) flavonoids therapeutic agents. [23] The results presented herein provide important mechanistic detail that advances understanding of the effects of Cu(II) on cellular CO delivery involving flavonols.…”

Section: Discussionmentioning

confidence: 84%

Investigating the Combined Toxicity of Cu(II) and Carbon Monoxide (CO); Cellular CO Delivery Using a Cu(II) Flavonolato Complex

Anderson,

Dederich,

Elsberg

et al. 2024

ChemMedChem

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Carbon monoxide (CO) delivery molecules are of significant current interest as potential therapeutics, including for anticancer applications. A recent approach toward generating new types of materials‐based anticancer agents involves combining the Fenton reactivity of a redox active metal ion with CO delivery. However, small molecule examples of these types entities have not been systematically studied to evaluate the combined effect on cellular toxicity. Herein we describe a Cu(II) flavonolato complex which produces anticancer effects through a combination of copper‐mediated reactive oxygen species (ROS) generation and light‐induced flavonol CO release. Confocal microscopy studies provide evidence of enhanced flavonol uptake in the copper flavonolato system relative to the free flavonol, which leads to an increased amount of CO delivery within cells. Importantly, this work demonstrates that a metal flavonolato species can be used to produce enhanced toxicity effects resulting from both metal ion‐induced Fenton reactivity and increased celluar uptake of a flavonol CO donor.

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Section: Discussionmentioning

confidence: 84%

Investigating the Combined Toxicity of Cu(II) and Carbon Monoxide (CO); Cellular CO Delivery Using a Cu(II) Flavonolato Complex

Anderson,

Dederich,

Elsberg

et al. 2024

ChemMedChem

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Photoactivated Anticancer Activity of Cobalt(III) Complexes with Naturally Occurring Flavonoids Chrysin and Silibinin

Dutta,

Bera,

Upadhyay

et al. 2024

ChemBioChem

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Photoactive metal complexes of bioessential transition metal ions with natural chelators are gaining interest as photocytotoxic agents for cancer photodynamic therapy (PDT). We report six new cobalt(III) complexes with a mixed‐ligand formulation [Co(B)2(L)](ClO4)2 (Co1–Co6), where B represents a N,N‐donor α‐diimine ligand, namely, phenanthroline (phen; Co1, Co2), dipyrido[3,2‐d:2’,3’‐f]quinoxaline (dpq; Co3, Co4), and dipyrido[3,2‐a:2’,3’‐c]phenazine (dppz; Co5, Co6), and L is the monoanionic form of the naturally occurring flavonoids chrysin (chry; Co1, Co3, Co5) and silibinin (sili; Co2, Co4, Co6). Complexes displayed a d‐d absorption band within 500–700 nm and exhibited excellent dark and photostability in solution. Cytotoxicity studies indicated significant activity of Co5 and Co6 against cervical (HeLa) and lung (A549) cancer cells under visible light (400–700 nm) irradiation giving low micromolar IC50 values (2.3–3.4 µM, phototoxicity index ~ 15–30). The complexes demonstrated notably low toxicity against normal HPL1D lung epithelial cells. Flow cytometry assay revealed an apoptotic mode of cell damage triggered by the complexes when irradiated. ROS generation assay indicated the involvement of singlet oxygen species in the cell death mechanism when irradiated with light. Overall, complexes Co5 and Co6 with coordinated dipyridophenazine and flavonoid ligands are potential candidates for cancer PDT applications.

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Cu(ii) flavonoids as potential photochemotherapeutic agents

Abstract: Flavonoids, the naturally derived polyphenolic compounds, have received significant attention due to their remarkable biochemical properties that offer substantial health benefits to humans. In this work, a series of six...

Cited by 2 publications

References 82 publications

Investigating the Combined Toxicity of Cu(II) and Carbon Monoxide (CO); Cellular CO Delivery Using a Cu(II) Flavonolato Complex

Investigating the Combined Toxicity of Cu(II) and Carbon Monoxide (CO); Cellular CO Delivery Using a Cu(II) Flavonolato Complex

Photoactivated Anticancer Activity of Cobalt(III) Complexes with Naturally Occurring Flavonoids Chrysin and Silibinin

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