Combining anti-inflammatory and anti-proliferative activities in ternary metal-NSAID complexes of a polypyridylamine ligand

Lakshman, Triloke Ranjan; Deb, Jolly; Ghosh, Ivy; Sarkar, Subhash; Paine, Tapan Kanti

doi:10.1016/j.ica.2018.11.025

Cited by 22 publications

(12 citation statements)

References 54 publications

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“…Numerous studies have demonstrated that metal-NSAID complexes, including zinc(II)-NSAIDs, − iridium(III)-aspirin, ruthenium(II)-NSAIDs, − nickel(II)-NSAIDs, silver(I)-NSAIDs, − manganese(II)-NSAIDs, , and organotin(IV)-NSAIDs, also exhibit potent cytotoxic activity against several cancer cells. The most likely modes of action of these complexes are increase of COX-2 selectivity, , induction of ROS, interaction with serum albumins, and intercalation of DNA .…”

Section: Development Of Nsaid Analogs and Their Applications In Cance...mentioning

confidence: 99%

NSAIDs: Old Acquaintance in the Pipeline for Cancer Treatment and Prevention─Structural Modulation, Mechanisms of Action, and Bright Future

et al. 2021

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The limitations of current chemotherapeutic drugs are still a major issue in cancer treatment. Thus, targeted multimodal therapeutic approaches need to be strategically developed to successfully control tumor growth and prevent metastatic burden. Inflammation has long been recognized as a hallmark of cancer and plays a key role in the tumorigenesis and progression of the disease. Several epidemiological, clinical, and preclinical studies have shown that traditional nonsteroidal anti-inflammatory drugs (NSAIDs) exhibit anticancer activities. This Perspective reports the most recent outcomes for the treatment and prevention of different types of cancers for several NSAIDs alone or in combination with current chemotherapeutic drugs. Furthermore, an extensive review of the most promising structural modifications is reported, such as phospho, H2S, and NO releasing-, selenium-, metal complex-, and natural product-NSAIDs, among others. We also provide a perspective about the new strategies used to obtain more efficient NSAID- or NSAID derivative- formulations for targeted delivery.

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Section: Development Of Nsaid Analogs and Their Applications In Cance...mentioning

confidence: 99%

NSAIDs: Old Acquaintance in the Pipeline for Cancer Treatment and Prevention─Structural Modulation, Mechanisms of Action, and Bright Future

et al. 2021

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“…Metal-NSAID (NSAID = non-steroidal anti-inflammatory drug) complexes can show a synergistic anticancer effect [ 123 , 124 ] and, in recent times, their non-platinum metal complexes have exhibited anti-proliferative as well as anti-inflammatory activities [ 125 , 126 , 127 , 128 , 129 , 130 ]. Jolly Deb et al [ 117 ] reported the synthesis of two zinc(II)-NSAID complexes of 1,10-phenanthroline-5,6-dione (phendione) [ 82 , 126 , 131 , 132 ], with the NASAID species naproxen (HNPR) and mefenamic acid (HMFN) ( 12 and 13 , respectively, Figure 8 ).…”

Section: 22′-bipyridine and 110-phenanthroline Systemsmentioning

confidence: 99%

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

et al. 2020

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The search for anticancer metal-based drugs alternative to platinum derivatives could not exclude zinc derivatives due to the importance of this metal for the correct functioning of the human body. Zinc, the second most abundant trace element in the human body, is one of the most important micro-elements essential for human physiology. Its ubiquity in thousands of proteins and enzymes is related to its chemical features, in particular its lack of redox activity and its ability to support different coordination geometries and to promote fast ligands exchange. Analogously to other trace elements, the impairment of its homeostasis can lead to various diseases and in some cases can be also related to cancer development. However, in addition to its physiological role, zinc can have beneficial therapeutic and preventive effects on infectious diseases and, compared to other metal-based drugs, Zn(II) complexes generally exert lower toxicity and offer few side effects. Zinc derivatives have been proposed as antitumor agents and, among the great number of zinc coordination complexes which have been described so far, this review focuses on the design, synthesis and biological studies of zinc complexes comprising N-donor ligands and that have been reported within the last five years.

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“…Coordination of NSAIDs to metal centers aims at obtaining antiproliferative activity through a dual mode of action: inhibition of COX and, e.g., ROS generation by the metal. Complexes of Ru II , Os II , Cu II , Re II , Fe II , Co II and Zn II with indomethacin, naproxen, diclofenac and ibuprofen have been reported [3][4][5][6][7][8][9][10][11]. Examples of ASA derivatives involve Ir III [12], Pt IV [13], Ag I [14,15] and various metal carbonyls [16][17][18].…”

Section: Introductionmentioning

confidence: 99%

Top-down mass spectrometry reveals multiple interactions of an acetylsalicylic acid bearing Zeise’s salt derivative with peptides

Cziferszky

Gust

2020

J Biol Inorg Chem

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Synergistic effects and promising anticancer activities encourage the combination of non-steroidal anti-inflammatory drugs with metallodrugs. Here, we discuss the interactions of an organometallic complex consisting of an acetylsalicylic acid (ASA) moiety attached to a Pt II center via an alkenol linker in a Zeise's salt-type coordination (ASA-buten-PtCl 3) with model peptides angiotensin 1 (AT), substance P (Sub P), and ubiquitin (UQ). Top-down mass spectrometry experiments show that the amino acid involved in the initial binding to the metal complex controls the coordination sphere of Pt II in the adducts. The strong trans labilizing effect of the coordinating sulfur atom in Met causes fast release of the organic moiety and leads to the formation of dimers and oligomers in the case of Sub P. In contrast, interactions with nitrogen donors in AT result in stable adducts containing the intact ASA-buten-Pt II complex. UQ forms two sets of Pt II adducts, only one of them retains the ASA moiety, which is presumably the result of an unexpected binding geometry. Importantly, UQ is additionally acetylated at various Ser and Lys residues by the ASA-buten-PtCl 3 complex. Control experiments with ASA are negative. This is the first example of concomitant platination and acetylation of a peptide with an ASA metal complex.

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Combining anti-inflammatory and anti-proliferative activities in ternary metal-NSAID complexes of a polypyridylamine ligand

Cited by 22 publications

References 54 publications

NSAIDs: Old Acquaintance in the Pipeline for Cancer Treatment and Prevention─Structural Modulation, Mechanisms of Action, and Bright Future

NSAIDs: Old Acquaintance in the Pipeline for Cancer Treatment and Prevention─Structural Modulation, Mechanisms of Action, and Bright Future

Zinc Complexes with Nitrogen Donor Ligands as Anticancer Agents

Top-down mass spectrometry reveals multiple interactions of an acetylsalicylic acid bearing Zeise’s salt derivative with peptides

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