Biological properties of ruthenium(II)/(III) complexes with flavonoids as ligands

Małecka, Magdalena; Skoczyńska, Anna; Goodman, David M.; Hartinger, Christian G.; Budzisz, Elżbieta

doi:10.1016/j.ccr.2021.213849

Cited by 49 publications

(29 citation statements)

References 154 publications

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“…Flavonoids act as enzyme inhibitors [53], signaling molecules [54], DNA intercalators [52,55] and chelators of metal ions [56]. Some enzymes targeted by flavone derivatives are important for the growth of cancer cells, a fact that reinforces the design concept of metal-flavone complexes as multitargeted compounds [57]. Amidst flavonoids, quercetin and its metal complexes have been studied in terms of DNA binding studies, in order to establish structure-activity relationships [58].…”

Section: Introductionmentioning

confidence: 99%

“…This also include half-sandwich ruthenium [74][75][76][77], rhodium [74,75] and osmium [75,78] derivatives that exhibit cytotoxic activity. An excellent review of the biological properties of Ru complexes with flavonoids ligands has recently appeared [57]. Research on the synthesis of iridium complexes with flavonoids is very scarce; only a flavonol derivative of this metal, active as antioxidant, has been recently reported [79].…”

Section: Introductionmentioning

confidence: 99%

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Anticancer Activity of Half-Sandwich Ru, Rh and Ir Complexes with Chrysin Derived Ligands: Strong Effect of the Side Chain in the Ligand and Influence of the Metal

et al. 2021

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An important challenge in the field of anticancer chemotherapy is the search for new species to overcome the resistance of standard drugs. An interesting approach is to link bioactive ligands to metal fragments. In this work, we have synthesized a set of p-cymene-Ru or cyclopentadienyl-M (M = Rh, Ir) complexes with four chrysin-derived pro-ligands with different -OR substituents at position 7 of ring A. The introduction of a piperidine ring on chrysin led to the highly cytotoxic pro-ligand HL4 and its metal complexes L4-M (SW480 and A549 cell lines, cytotoxic order: L4-Ir > L4-Ru ≈ L4-Rh). HL4 and its complexes induce apoptosis and can overcome cis-platinum resistance. However, HL4 turns out to be more cytotoxic in healthy than in tumor cells in contrast to its metal complexes which displayed higher selectivity than cisplatin towards cancer cells. All L4-M complexes interact with double stranded DNA. Nonetheless, the influence of the metal is clear because only complex L4-Ir causes DNA cleavage, through the generation of highly reactive oxygen species (1O2). This result supports the hypothesis of a potential dual mechanism consisting of two different chemical pathways: DNA binding and ROS generation. This behavior provides this complex with a great effectivity in terms of cytotoxicity.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Anticancer Activity of Half-Sandwich Ru, Rh and Ir Complexes with Chrysin Derived Ligands: Strong Effect of the Side Chain in the Ligand and Influence of the Metal

et al. 2021

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“…The general structure of flavonoids consists of two benzene rings (A), (B) and a heterocyclic pyran ring (C), which is located next to ring (A). This class of compounds is divided into six subclasses, such as flavanols, flavonols, flavanones, flavones, isoflavones, and anthocyanidins [ 184 ].…”

Section: Flavonoids Coumarins and Chromones As Anti-oxidative And Anti-inflammatory Agentsmentioning

confidence: 99%

Overview of the Antioxidant and Anti-Inflammatory Activities of Selected Plant Compounds and Their Metal Ions Complexes

et al. 2021

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Numerous plant compounds and their metal-ion complexes exert antioxidative, anti-inflammatory, anticancer, and other beneficial effects. This review highlights the different bioactivities of flavonoids, chromones, and coumarins and their metal-ions complexes due to different structural characteristics. In addition to insight into the most studied antioxidative properties of these compounds, the first part of the review provides a comprehensive overview of exogenous and endogenous sources of reactive oxygen and nitrogen species, oxidative stress-mediated damages of lipids and proteins, and on protective roles of antioxidant defense systems, including plant-derived antioxidants. Additionally, the review covers the anti-inflammatory and antimicrobial activities of flavonoids, chromones, coumarins and their metal-ion complexes which support its application in medicine, pharmacy, and cosmetology.

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“…matrix [20]. Also, it has been found that silymarin binds through the formation of hydrogen bonds to Tyr32 and Arg55 and is a suitable candidate for further study [21].…”

Section: Pinus Densiflora Siebmentioning

confidence: 99%

Investigation of potential antiviral natural products with an effect on HPV18 E6 protein by molecular docking method

Fazeli

Sarvazad

Rahnejat

et al. 2021

FFHD

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Background: Infection with the Human Papillomavirus (HPV) causes cellular dysplasia, which leads to cervical cancers in women and penile or rectal cancers in men. Objective: This in silico study identified the plant compounds with potential therapeutic effects against HPV 18 oncogenic virus using the molecular docking method. Methods: The three-dimensional (3D) structure of HPV18 E6 protein, as the target protein, and the 3D structure of plant compounds with potential therapeutic effect against viruses, as ligands, was obtained from the protein databases (RCSB) and PubChem, respectively. Both structures of ligands and target protein were subjected to AutoDock tools-1.5.6, ver.4 separately. The structure with the most negative affinity was docked to reconsider its connection location. The results were analyzed more based on pharmacodynamic and pharmacokinetic parameters. Results: The docking of HPV18 E6 protein with 19 selected ligands resulted in four compounds, curcumin, silymarin, saikosaponin c, and lactupicrin, showing the best docking scores; they had better binding free energies with HPV E6 protein. Among four compounds against HPV18 E6, silymarin and curcumin were less dangerous than other compounds due to the lack of inhibition of the human Ether-à-go-go-Related Gene (hERG). Of these two compounds, silymarin had lower oral absorption, lactopicrin had less skin absorption, lactopicrin is the substrate of P-gp, and saikosaponin c crosses the blood-brain barrier. Conclusion: Among potential antiviral plants against HPV18E6, four compounds were found to be effective. According to these findings, it is recommended that in vitro and in vivo examinations be conducted to determine the effectiveness of these compounds against HPV18 Keywords: Biological products, Antiviral agents, HPV18, Molecular docking, Computational biology, E6 protein

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Biological properties of ruthenium(II)/(III) complexes with flavonoids as ligands

Cited by 49 publications

References 154 publications

Anticancer Activity of Half-Sandwich Ru, Rh and Ir Complexes with Chrysin Derived Ligands: Strong Effect of the Side Chain in the Ligand and Influence of the Metal

Anticancer Activity of Half-Sandwich Ru, Rh and Ir Complexes with Chrysin Derived Ligands: Strong Effect of the Side Chain in the Ligand and Influence of the Metal

Overview of the Antioxidant and Anti-Inflammatory Activities of Selected Plant Compounds and Their Metal Ions Complexes

Investigation of potential antiviral natural products with an effect on HPV18 E6 protein by molecular docking method

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