Investigating the Cytotoxicity of Ru(II) Polypyridyl Complexes by Changing the Electronic Structure of Salicylaldehyde Ligands Article Swipe

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Maryam Taghizadeh Shool , Hadi Amiri Rudbari , José V. Cuevas , Andrea Rodríguez-Rubio , Claudio Stagno , Nunzio Iraci , Thomas Efferth , Ejlal A. Omer , Tanja Schirmeister , Olivier Blacque , Nakisa Moini , Esmail Sheibani , Nicola Micale ·

YOU? · · 2023 · Open Access · · DOI: https://doi.org/10.1021/acs.inorgchem.3c03414

A novel class of Ru(II)-based polypyridyl complexes with an auxiliary salicylaldehyde ligand [Ru(phen)₂(X-Sal)]BF₄ {X: H (1), 5-Cl (2), 5-Br (3), 3,5-Cl₂ (4), 3,5-Br₂ (5), 3-Br,5-Cl (6), 3,5-I₂ (7), 5-NO₂ (8), 5-Me (9), 4-Me (10), 4-OMe (11), and 4-DEA (12), has been synthesized and characterized by elemental analysis, FT-IR, and ¹H/¹³C NMR spectroscopy. The molecular structure of 4, 6, 9, 10, and 11 was determined by single-crystal X-ray diffraction analysis which revealed structural similarities. DFT and TD-DFT calculations showed that they also possess similar electronic structures. Absorption/emission spectra were recorded for 2, 3, 10, and 11. All Ru-complexes, unlike the pure ligands and the complex lacking the salicylaldehyde component, displayed outstanding antiproliferative activity in the screening test (10 μM) against CCRF-CEM leukemia cells underlining the crucial role of the presence of the auxiliary ligand for the biological activity. The two most active derivatives, namely 7 and 10, were selected for continuous assays showing IC₅₀ values in the submicromolar and micromolar range against drug-sensitive CCRF-CEM and multidrug-resistant CEM/ADR5000 leukemia cells, respectively. These two compounds were investigated in silico for their potential binding to duplex DNA well-matched and mismatched base pairs, since they showed remarkable selectivity indexes (2.2 and 19.5 respectively) on PBMC cells.

Related Topics

Chemistry

Ligand (Biochemistry)

Crystal Structure

Proton Nuclear Magnetic Resonance

Crystallography

In Vitro

Biochemistry

Concepts

Chemistry Salicylaldehyde Ligand (biochemistry) Crystal structure Cytotoxicity Stereochemistry Proton NMR Crystallography Carbon-13 NMR In vitro Schiff base Biochemistry Receptor

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Type: article
Language: en
Landing Page: https://doi.org/10.1021/acs.inorgchem.3c03414
PDF: https://pubs.acs.org/doi/pdf/10.1021/acs.inorgchem.3c03414
OA Status: hybrid
Cited By: 1
References: 67
Related Works: 10
OpenAlex ID: https://openalex.org/W4390410916

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DOI: https://doi.org/10.1021/acs.inorgchem.3c03414

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Title: Investigating the Cytotoxicity of Ru(II) Polypyridyl Complexes by Changing the Electronic Structure of Salicylaldehyde Ligands

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Type: article

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Language: en

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Publication year: 2023

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Publication date: 2023-12-29

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Authors: Maryam Taghizadeh Shool, Hadi Amiri Rudbari, José V. Cuevas, Andrea Rodríguez-Rubio, Claudio Stagno, Nunzio Iraci, Thomas Efferth, Ejlal A. Omer, Tanja Schirmeister, Olivier Blacque, Nakisa Moini, Esmail Sheibani, Nicola Micale

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Landing page: https://doi.org/10.1021/acs.inorgchem.3c03414

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Concepts: Chemistry, Salicylaldehyde, Ligand (biochemistry), Crystal structure, Cytotoxicity, Stereochemistry, Proton NMR, Crystallography, Carbon-13 NMR, In vitro, Schiff base, Biochemistry, Receptor

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Cited by: 1

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