Protoflavonoids from Ferns Impair Centrosomal Integrity of Tumor Cells

Pouny, Isabelle; Etiévant, Chantal; Marcourt, Laurence; Huc-Dumas, Isabelle; Batut, Muriel; Girard, F.; Wright, Michel; Massiot, Georges

doi:10.1055/s-0030-1250407

Cited by 13 publications

(5 citation statements)

References 16 publications

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“…() isolated several lower molecular weight phenolic glycosides from E. r. debile including equisetumoside D, which has been found to be cytotoxic against Hep‐G2 cells (IC 50 = 1.12 µg/mL) and RD rhabdosarcoma cells (IC 50 = 0.25 µg/mL). In the circumboreally distributed Water Horsetail ( Equisetum fluviatile L.), protoapigenone was accompanied by its 2′,3′‐dihydro‐2′‐hydroxy derivative, which also possessed cytotoxic activity (Pouny et al ., ).…”

Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 97%

“…Pouny et al . () used bioactivity‐guided fractionation, observing the effect on the viability of HeLa cells (ATP luminescence assay) as well as phenotypic changes including the loss of centrosomal γ‐tubulin labelling in both mitotic and interphasic cells. By means of this method, these authors identified the protoflavonoid protogenkwanone (7‐ O ‐methylprotoapigenone) (Fig.…”

Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 99%

“…Protoapigenone, which appears to be one of the most promising fern‐derived pro‐apoptotic flavonoids, was isolated by Pouny et al . () also from Cyclosorus falcilobus (Hook.) Panigrahi., Christella parasitica (L.) Lév., and Parathelypteris glanduligera (Kunze) Ching, and according to the authors, it represented the only bioactive compound in Equisetum ramosissimum ssp.…”

Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 99%

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Ferns and Lycopods—A Potential Treasury of Anticancer Agents but Also a Carcinogenic Hazard

Tomšík

2013

Phytotherapy Research

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Many species of seedless vascular plants-ferns and lycopods-have been used as food and folk medicine since ancient times. Some of them have become the focus of intensive research concerning their anticancer properties. Studies on the anticancer effect of crude extracts are being increasingly replaced by bioactivity-guided fractionation, as well as detailed assessment of the mechanism of action. Numerous compounds-especially flavonoids such as amentoflavone and protoapigenone, and also simpler phenolic compounds, steroids, alkaloids and terpenoids-were isolated and found to be cytotoxic, particularly pro-apoptotic, or to induce cell cycle arrest in cancer cell lines in vitro. In in vivo experiments, some fern-derived compounds inhibited tumour growth with little toxicity. On the other hand, many ferns-not only the well-known Bracken (Pteridium)-may pose a significant hazard to human health due to the fact that they contain carcinogenic sesquiterpenoids and their analogues. The objective of this review is to summarise the recent state of research on the anticancer properties of ferns and lycopods, with a focus on their characteristic bioactive constituents. The carcinogenic hazard posed by ferns is also mentioned.

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Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 97%

Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 99%

Section: Anticancer Activity Of Extracts and Compounds Isolated From mentioning

confidence: 99%

See 1 more Smart Citation

Ferns and Lycopods—A Potential Treasury of Anticancer Agents but Also a Carcinogenic Hazard

Tomšík

2013

Phytotherapy Research

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“…Typically found in fern species (e.g., Thelypteris and Pseudophegopteris), protoflavones are rare natural flavonoids with an unusual non-aromatic B-ring [8]. Several of these compounds have been found to exert promising antitumor effects on a wide variety of cell lines in vitro [9][10][11][12][13] and various xenograft models in vivo [12,[14][15][16]. Protoflavonoids were reported to induce apoptosis and cause S and G2/M phase cell cycle arrest [17,18], and this is closely associated with their ability to induce oxidative stress [19].…”

Section: Introductionmentioning

confidence: 99%

Protoflavone-Chalcone Hybrids Exhibit Enhanced Antitumor Action through Modulating Redox Balance, Depolarizing the Mitochondrial Membrane, and Inhibiting ATR-Dependent Signaling

et al. 2020

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Hybrid compounds combine fragments with complementary targets to achieve a common pharmacological goal. This approach represents an increasingly popular strategy for drug discovery. In this work, we aimed to design antitumor hybrid compounds based on an inhibitor of ataxia-telangiectasia and Rad3-related protein (ATR)-dependent signaling, protoapigenone, and a pro-oxidant ferrocene or chalcone fragment. Four new triazole-coupled hybrids were prepared. The compounds were cytotoxic against human breast cancer cell lines in vitro, showing IC50 values in the sub-micromolar range. The nature of interactions between relevant fragments of the hybrids was evaluated by the Chou–Talalay method. Experimental combination treatment with the fragments showed additive effects or slight/moderate synergism, while strong synergism was observed when the fragments were virtually combined into their hybrids, suggesting a relevant pharmacological benefit of the coupling. All hybrids were strong inhibitors of the ATR-mediated activation of Chk1, and they interfered with the redox balance of the cells leading to mitochondrial membrane depolarization. Additionally, they induced late apoptosis and primary necrosis in MDA-MB-231 and MCF-7 breast cancer cells, respectively. Our results demonstrate that coupling the ATR-dependent signaling inhibitor protoflavone with a pro-oxidant chalcone dramatically increases the antitumor activity compared with either fragment alone. Such compounds may offer an attractive novel strategy for the treatment of various cancers.

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“…Efeito dos substituintes na atividade antitumoral das protoflavonas Nakagawa-Goto;. et al, 2008;et al, 2008;Lin, A. S. et al, 2005;Pouny et al, 2011;Wei et al, 2011) (Pouny et al, 2011;Wada, H. et al, 1987) Antitumoral (Lin, A. S. et al, 2005;Wei et al, 2012)…”

Section: Figuraunclassified

Protoflavonoides e meroterpenos de espécies de Piper

Lemeszenski¹

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As espécies da família Piperaceae, Piper bowiei, P. caldense, P. carniconnectivum e P. permucronatum apresentam uma característica morfológica em comum que são os frutos pendentes e globosos. Seus extratos brutos foram submetidos às análises de espectrometria de massas e ressonância magnética nuclear e os espectros obtidos submetidos às análises quimiométricas por PCA (análise de componentes principais) e HCA (análise por agrupamento hierárquico) a fim de obter uma diferenciação entre as espécies ou observar suas possíveis similaridades. Os resultados obtidos em uma análise preliminar estimularam-nos a realizar o estudo fitoquímico em busca de seus constituintes majoritários. Foram isoladas e identificadas treze substâncias, sendo quatro meroterpenos e nove flavonoides, dos quais seis são descritos pela primeira vez. Ensaios de atividade antifúngica e antitumoral foram realizados levando em consideração relatos da literatura de substâncias com estruturas similares.

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Protoflavonoids from Ferns Impair Centrosomal Integrity of Tumor Cells

Cited by 13 publications

References 16 publications

Ferns and Lycopods—A Potential Treasury of Anticancer Agents but Also a Carcinogenic Hazard

Ferns and Lycopods—A Potential Treasury of Anticancer Agents but Also a Carcinogenic Hazard

Protoflavone-Chalcone Hybrids Exhibit Enhanced Antitumor Action through Modulating Redox Balance, Depolarizing the Mitochondrial Membrane, and Inhibiting ATR-Dependent Signaling

Protoflavonoides e meroterpenos de espécies de Piper

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