Triphenylphosphane Pt(II) complexes containing biologically active natural polyphenols: Synthesis, crystal structure, molecular modeling and cytotoxic studies

Dell’Anna, Maria Michela; Censi, Valentina; Carrozzini, Benedetta; Caliandro, Rocco; Denora, Nunzio; Franco, Massimo; Veclani, Daniele; Melchior, Andrea; Tolazzi, Marilena; Mastrorilli, Piero

doi:10.1016/j.jinorgbio.2016.08.006

Cited by 25 publications

(15 citation statements)

References 91 publications

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“…Interestingly, Dell’Anna et al could obtain a quercetin-containing triphenylphosphane Pt(II) complex, but difficulties in getting it pure during its synthesis discouraged biological studies [ 88 ].…”

Section: Synthesis and Anticancer-related Activities Of Quercetin mentioning

confidence: 99%

Research Progress in the Modification of Quercetin Leading to Anticancer Agents

et al. 2017

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The flavonoid quercetin (3,3′,4′,5,7-pentahydroxyflavone) is widely distributed in plants, foods, and beverages. This polyphenol compound exhibits varied biological actions such as antioxidant, radical-scavenging, anti-inflammatory, antibacterial, antiviral, gastroprotective, immune-modulator, and finds also application in the treatment of obesity, cardiovascular diseases and diabetes. Besides, quercetin can prevent neurological disorders and exerts protection against mitochondrial damages. Various in vitro studies have assessed the anticancer effects of quercetin, although there are no conclusive data regarding its mode of action. However, low bioavailability, poor aqueous solubility as well as rapid body clearance, fast metabolism and enzymatic degradation hamper the use of quercetin as therapeutic agent, so intense research efforts have been focused on the modification of the quercetin scaffold to obtain analogs with potentially improved properties for clinical applications. This review gives an overview of the developments in the synthesis and anticancer-related activities of quercetin derivatives reported from 2012 to 2016.

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Section: Synthesis and Anticancer-related Activities Of Quercetin mentioning

confidence: 99%

Research Progress in the Modification of Quercetin Leading to Anticancer Agents

et al. 2017

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“…[14] The effective chelating a-hydroxy ketone moietyi nf lavonols, along with their pharmacological activity,h as led to the development of metal-flavonolate complexesf or biological applications. [15] An umber of Ru II , [16] Pt II , [17] Rh III , [18] Os II , [19] and Cu II [20] complexes with flavonolate ligandsh ave been synthesised and evaluated for in vitro anti-cancer activity.E xtensive work on Ru II -arenec omplexes with flavonolate ligands by the Hartinger group has shown that the flavonolate ligand largely mediates the cytotoxicity of the overall complexes. [16c] The 3hydroxyflavonolate ligand in the Cu II complex reported by Zhou and co-workersw as found to act as ap otent ionophore for facilitating Cu II uptake into HepG2 (human liver carcinoma) cells.…”

Section: Introductionmentioning

confidence: 99%

Bismuth(III) Flavonolates: The Impact of Structural Diversity on Antibacterial Activity, Mammalian Cell Viability and Cellular Uptake

Burke

Stephens

Werrett

et al. 2020

Chemistry A European J

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A series of homoleptic and heteroleptic bismuth(III) flavonolate complexes derived from six flavonols of varying substitution have been synthesised and structurally characterised. The complexes were evaluated for antibacterial activity towards several problematic Gram‐positive (Staphylococcus aureus, methicillin‐resistant Staphylococcus aureus (MRSA), and vancomycin‐resistant Enterococcus (VRE)) and Gram‐negative (Escherichia coli, Pseudomonas aeruginosa) bacteria. The cell viability of COS‐7 (monkey kidney) cells treated with the bismuth flavonolates was also studied to determine the effect of the complexes on mammalian cells. The heteroleptic complexes [BiPh(L)2] (in which L=flavonolate) showed good antibacterial activity towards all of the bacteria but reduced COS‐7 cell viability in a concentration‐dependent manner. The homoleptic complexes [Bi(L)3] exhibited activity towards the Gram‐positive bacteria and showed low toxicity towards the mammalian cell line. Bismuth uptake studies in VRE and COS‐7 cells treated with the bismuth flavonolate complexes indicated that Bi accumulation is influenced by both the substitution of the flavonolate ligands and the degree of substitution at the bismuth centre.

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“…In recent years, there has been a growing interest in the synthesis of platinum(II) complex with natural substances [ 19 , 20 ]. Among them, flavonoids and polyphenols are the most studied molecules.…”

Section: Introductionmentioning

confidence: 99%

Low‐Intensity Light‐Responsive Anticancer Activity of Platinum(II) Complex Nanocolloids on 2D and 3D In Vitro Cancer Cell Model

Vergaro

Baldassarre

Castro

et al. 2022

Bioinorganic Chemistry and Applications

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This study aimed to evaluate the therapeutic efficacy of low-intensity visible light responsive nanocolloids of a Pt-based drug using a 2D and three-dimensional (3D) in vitro cancer cell model. Biocompatible and biodegradable polymeric nanocolloids, obtained using the ultrasonication method coupled with Layer by Layer technology, were characterized in terms of size (100 ± 20 nm), physical stability, drug loading (78%), and photoactivation through spectroscopy studies. The in vitro biological effects were assessed in terms of efficacy, apoptosis induction, and DNA-Pt adducts formation. Biological experiments were performed both in dark and under visible light irradiation conditions, exploiting the complex photochemical properties. The light-stimuli responsive nanoformulation gave a significant enhancement in drug bioactivity. This allowed us to achieve satisfying results by using nanomolar drug concentration (50 nM), which was ineffective in darkness condition. Furthermore, our nanocolloids were validated in 3D in vitro spheroids using confocal microscopy and cytofluorimetric assay to compare their behavior on culture in 2D monolayers. The obtained results confirmed that these nanocolloids are promising tools for delivering Pt-based drugs.

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Triphenylphosphane Pt(II) complexes containing biologically active natural polyphenols: Synthesis, crystal structure, molecular modeling and cytotoxic studies

Cited by 25 publications

References 91 publications

Research Progress in the Modification of Quercetin Leading to Anticancer Agents

Research Progress in the Modification of Quercetin Leading to Anticancer Agents

Bismuth(III) Flavonolates: The Impact of Structural Diversity on Antibacterial Activity, Mammalian Cell Viability and Cellular Uptake

Low‐Intensity Light‐Responsive Anticancer Activity of Platinum(II) Complex Nanocolloids on 2D and 3D In Vitro Cancer Cell Model

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