Structurally characterized copper-chrysin complexes display genotoxic and cytotoxic activity in human cells

Halevas, Eleftherios; Mitrakas, Achilleas; Mavroidi, Barbara; Athanasiou, D.; Gkika, P.; Αντωνίου, Κωνσταντίνος; Samaras, Georgios; Lialiaris, Efstratios; Hatzidimitriou, A.; Pantazaki, Αnastasia A.; Koukourakis, M.; Sagnou, Marina; Pelecanou, Maria; Lialiaris, Theodoros

doi:10.1016/j.ica.2020.120062

Cited by 18 publications

(12 citation statements)

References 65 publications

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“…FT-IR spectra of chrysin, EPCL/PVAMCs, EPHB/PVAMCs, ChrPCL/PVAMCs, and ChrPHB/PVAMCs are shown in Figure 3 A,B. In the FT-IR spectrum of free chrysin the strong absorption band at 1650 cm −1 is assigned to the stretching vibrations of the carbonyl group v (C=O) coupled with the double band in the γ -benzopyrone ring [ 52 , 53 ]. Moreover, the absorption bands observed at 1450 cm −1 , 1580 cm −1 , and 1610 cm −1 are assigned to the ν (C=C) carbon vibrations in the γ -pyrone and benzene rings [ 52 , 53 ].…”

Section: Resultsmentioning

confidence: 99%

“…In the FT-IR spectrum of free chrysin the strong absorption band at 1650 cm −1 is assigned to the stretching vibrations of the carbonyl group v (C=O) coupled with the double band in the γ -benzopyrone ring [ 52 , 53 ]. Moreover, the absorption bands observed at 1450 cm −1 , 1580 cm −1 , and 1610 cm −1 are assigned to the ν (C=C) carbon vibrations in the γ -pyrone and benzene rings [ 52 , 53 ]. The absorption bands observed at 1360 cm −1 and at 1310 cm −1 are attributed to the coupled ν (C−O) and δ (O–H) vibrational modes, respectively [ 52 , 53 ].…”

Section: Resultsmentioning

confidence: 99%

“…Moreover, the absorption bands observed at 1450 cm −1 , 1580 cm −1 , and 1610 cm −1 are assigned to the ν (C=C) carbon vibrations in the γ -pyrone and benzene rings [ 52 , 53 ]. The absorption bands observed at 1360 cm −1 and at 1310 cm −1 are attributed to the coupled ν (C−O) and δ (O–H) vibrational modes, respectively [ 52 , 53 ]. In addition, the sharp absorption band at 1250 cm −1 is assigned to the v (C–O–C) stretching vibrations, whereas the broad band in the 3090–2640 cm −1 range is attributed to the v (C–H) and v (O–H) stretching vibrations [ 52 , 53 ].…”

Section: Resultsmentioning

confidence: 99%

“…The absorption bands observed at 1360 cm −1 and at 1310 cm −1 are attributed to the coupled ν(C−O) and δ(O-H) vibrational modes, respectively [52,53]. In addition, the sharp absorption band at 1250 cm −1 is assigned to the v(C-O-C) stretching vibrations, whereas the broad band in the 3090-2640 cm −1 range is attributed to the v(C-H) and v(O-H) stretching vibrations [52,53]. lations, promoting the formation of more amphiphilic species [31].…”

Section: Ft-ir Spectroscopymentioning

confidence: 98%

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Evaluation of the Hemocompatibility and Anticancer Potential of Poly(ε-Caprolactone) and Poly(3-Hydroxybutyrate) Microcarriers with Encapsulated Chrysin

et al. 2021

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In this work, novel chrysin-loaded poly(ε-caprolactone) and poly(3-hydroxybutyrate) microcarriers were synthesized according to a modified oil-in-water single emulsion/solvent evaporation method, utilizing poly(vinyl alcohol) surfactant as stabilizer and dispersing agent for the emulsification, and were evaluated for their physico-chemical and morphological properties, loading capacity and entrapment efficiency and in vitro release of their load. The findings suggest that the novel micro-formulations possess a spherical and relatively wrinkled structure with sizes ranging between 2.4 and 24.7 µm and a highly negative surface charge with z-potential values between (−18.1)–(−14.1) mV. The entrapment efficiency of chrysin in the poly(ε-caprolactone) and poly(3-hydroxybutyrate) microcarriers was estimated to be 58.10% and 43.63%, whereas the loading capacity was found to be 3.79% and 15.85%, respectively. The average release percentage of chrysin was estimated to be 23.10% and 18.01%, respectively. The novel micromaterials were further biologically evaluated for their hemolytic activity through hemocompatibility studies over a range of hematological parameters and cytoxicity against the epithelial human breast cancer cell line MDA-MB 231. The poly(ε-caprolactone) and poly(3-hydroxybutyrate) microcarriers reached an IC50 value with an encapsulated chrysin content of 149.19 µM and 312.18 µM, respectively, and showed sufficient blood compatibility displaying significantly low (up to 2%) hemolytic percentages at concentrations between 5 and 500 µg·mL−1.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Ft-ir Spectroscopymentioning

confidence: 98%

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Evaluation of the Hemocompatibility and Anticancer Potential of Poly(ε-Caprolactone) and Poly(3-Hydroxybutyrate) Microcarriers with Encapsulated Chrysin

et al. 2021

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“…Antitumoral, antioxidant [117] Cu(II) complexes of chrysin with 2,2 -bipyridine and substituted 1,10-phenanthrolines Antioxidant activity [118] Cu(II)-chrysin Cu(II)-chrysin-1,10-phenanthroline Cu 2 (L) 2 (phen) 2 ](NO 3 ) 2 •MeOH Cu(II)-chrysin-2,2 -bipyridine Cu(L)(bipy)(MeOH)](NO 3 )•MeOH A549 and H1299 lung cancer cell lines after 24 h of exposure exhibit enhanced solubility and bioavailability and also improved cytotoxic and genotoxic activity compared to free chrysin [119] Oxidovanadium (IV) complexes with chrysin Anticancer activity [120] Chrysin-amino-appended β-cyclodextrins Anticancer (A549, HT-29, HCT116) and antioxidant activity [121] Chrysin complexes with two cyclodextrins (CDs)-(2-hydroxypropyl)-β-cyclodextrin (HPBCD) and random methyl-β-cyclodextrin (RAMEB)…”

Section: Chrysin-vo(iv)mentioning

confidence: 99%

Chrysin: Perspectives on Contemporary Status and Future Possibilities as Pro-Health Agent

2021

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Chrysin belongs to the group of natural polyphenols. It can be found, among others, in honey, propolis and fruits and has a wide range of biological activities, including the prevention of oxidative stress, inflammation, neurodegeneration and carcinogenesis. Being a part of the human diet, chrysin is considered to be a promising compound to be used in the prevention of many diseases, including cancers, diabetes and neurodegenerative diseases such as Alzheimer’s or Parkinson’s. Nevertheless, due to the low solubility of chrysin in water and under physiological conditions, its bioavailability is low. For this reason, attempts at its functionalization have been undertaken, aiming to increase its absorption and thus augment its in vivo therapeutic efficacy. The aim of this review is to summarize the most recent research on chrysin, including its sources, metabolism, pro-health effects and the effects of its functionalization on biological activity and pharmacological efficacy, evaluated both in vitro and in vivo.

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Copper Complexes as Anticancer Agents

Franco¹,

Porchia²,

Tisato³

et al. 2021

Encyclopedia of Inorganic and Bioinorganic Chemistry

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Following the great impetus provided by the discovery of the anticancer activity of cisplatin [ cis ‐diamminedichloridoplatinum(II)] in the 1960s, extensive search for alternative metal‐based drugs with improved pharmacological properties has been attempted. Actually, the outstanding efficacy showed by clinically approved Pt(II) compounds is counterbalanced by severe toxic effects on normal tissues, and by the early appearance of drug resistance phenomena. Among non‐Pt compounds, copper complexes are considered promising alternatives to platinum drugs as antitumor agents. In particular, the discovery of significant alterations in cancer cell copper metabolism and the different responses to copper between normal and tumor cells have paved the way for the development of copper‐based anticancer drugs. This article aims to summarize the extant literature on the most well‐studied classes of anticancer copper complexes, with special emphasis on research performed in the last 10 years, most relevant to the elucidation of the involved mechanisms of action and/or reporting on in vivo efficacy evaluations.

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Structurally characterized copper-chrysin complexes display genotoxic and cytotoxic activity in human cells

Cited by 18 publications

References 65 publications

Evaluation of the Hemocompatibility and Anticancer Potential of Poly(ε-Caprolactone) and Poly(3-Hydroxybutyrate) Microcarriers with Encapsulated Chrysin

Evaluation of the Hemocompatibility and Anticancer Potential of Poly(ε-Caprolactone) and Poly(3-Hydroxybutyrate) Microcarriers with Encapsulated Chrysin

Chrysin: Perspectives on Contemporary Status and Future Possibilities as Pro-Health Agent

Copper Complexes as Anticancer Agents

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