Chelidonine and Homochelidonine Induce Cell Death through Cell Cycle Checkpoints and MAP Kinase Pathways

Havelek, Radim; Seifrtová, Martina; Královec, Karel; Habartová, Klára; Cahlíková, Lucie; Řezáčová, Martina

doi:10.1177/1934578x1701200910

Cited by 6 publications

(11 citation statements)

References 32 publications

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“…Nonetheless, existing clinical evidence is not sufficient to recommend extracts of the herb for usage (European Medicines Agency, 2011) [19]. In previous studies on its mechanisms of action, chelidonine was found to present with cytostatic activity, whereas berberine (16), chelerythrine, and sanguinarine presented with DNA-intercalating abilities, thereby interfering with cell division and replication [10,11,13,14,20]. It is worth noting that the application of Chelidonium-derived products in the treatment of cancer has also been suggested [21].…”

Section: Discussionmentioning

confidence: 99%

“…Derivatives of protopine, chelidonine, coptisine, and berberine were also present, but in amounts below LOQ (Table 1). Three nonaromatic carboxylic acids (malic acid (1, dicarboxylic acid), trans-aconitic acid (2, polycarboxylic acid), and quinic acid (3, cyclohexanecarboxylic acid)); three hydroxybenzoic acids (salicylic acid (7), protocatechuic acid (4), and vanillic acid (5)); two hydroxycinnamic acids (trans-caffeic acid (6) and p-coumaric acid (9)); one caffeic acid ester (rosmarinic acid (10)); one flavonoid (quercetin (17)); one phenolic aldehyde (vanillin (11)); and one quinine sulfate (14) were detected in the root extract.…”

Section: Phytochemical Analysismentioning

confidence: 99%

“…Due to the low toxicity of C. majus and its antimicrobial and anti-inflammatory activity, it is recommended for the treatment of oral inflammatory conditions [6]. Over the years, many reports have appeared on the high cytotoxicity of C. majus extracts and individual compounds: these have also pertained to their specific mechanisms of action [7][8][9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

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Modulatory Effect of Chelidonium majus Extract and Its Alkaloids on LPS-Stimulated Cytokine Secretion in Human Neutrophils

et al. 2020

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Due to certain differences in terms of molecular structure, isoquinoline alkaloids from Chelidonium majus engage in various biological activities. Apart from their well-documented antimicrobial potential, some phenanthridine and protoberberine derivatives as well as C. majus extract present with anti-inflammatory and cytotoxic effects. In this study, the LC–MS/MS method was used to determine alkaloids, phenolic acids, carboxylic acids, and hydroxybenzoic acids. We investigated five individually tested alkaloids (coptisine, berberine, chelidonine, chelerythrine, and sanguinarine) as well as C. majus root extract for their effect on the secretion of IL-1β, IL-8, and TNF-α in human polymorphonuclear leukocytes (neutrophils). Berberine, chelidonine, and chelerythrine significantly decreased the secretion of TNF-α in a concentration-dependent manner. Sanguinarine was found to be the most potent inhibitor of IL-1β secretion. However, the overproduction of IL-8 and TNF-α and a high cytotoxicity for these compounds were observed. Coptisine was highly cytotoxic and slightly decreased the secretion of the studied cytokines. The extract (1.25–12.5 μg/mL) increased cytokine secretion in a concentration-dependent manner, but an increase in cytotoxicity was also noted. The alkaloids were active at very low concentrations (0.625–2.5 μM), but their potential cytotoxic effects, except for chelidonine and chelerythrine, should not be ignored.

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Section: Discussionmentioning

confidence: 99%

Section: Phytochemical Analysismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Modulatory Effect of Chelidonium majus Extract and Its Alkaloids on LPS-Stimulated Cytokine Secretion in Human Neutrophils

et al. 2020

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“…However, other mechanisms have been also discovered, albeit most studies used in vitro experiments on cell lines. Chelidonine [1] appeared to exert its cytostatic activity through interactions with microtubules and thereby causing cell cycle arrest (Panzer et al, 2001 ; Havelek et al, 2016a ).…”

Section: Pharmacological Activities and Clinical Evidencementioning

confidence: 99%

Greater Celandine's Ups and Downs−21 Centuries of Medicinal Uses of Chelidonium majus From the Viewpoint of Today's Pharmacology

et al. 2018

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As antique as Dioscorides era are the first records on using Chelidonium as a remedy to several sicknesses. Inspired by the “signatura rerum” principle and an apparent ancient folk tradition, various indications were given, such as anti-jaundice and cholagogue, pain-relieving, and quite often mentioned—ophthalmological problems. Central and Eastern European folk medicine has always been using this herb extensively. In this region, the plant is known under many unique vernacular names, especially in Slavonic languages, associated or not with old Greek relation to “chelidon”—the swallow. Typically for Papaveroidae subfamily, yellow-colored latex is produced in abundance and leaks intensely upon injury. Major pharmacologically relevant components, most of which were first isolated over a century ago, are isoquinoline alkaloids—berberine, chelerythrine, chelidonine, coptisine, sanguinarine. Modern pharmacology took interest in this herb but it has not ended up in gaining an officially approved and evidence-based herbal medicine status. On the contrary, the number of relevant studies and publications tended to drop. Recently, some controversial reports and sometimes insufficiently proven studies appeared, suggesting anticancer properties. Anticancer potential was in line with anecdotical knowledge spread in East European countries, however, in the absence of directly-acting cytostatic compounds, some other mechanisms might be involved. Other properties that could boost the interest in this herb are antimicrobial and antiviral activities. Being a common synanthropic weed or ruderal plant, C. majus spreads in all temperate Eurasia and acclimates well to North America. Little is known about the natural variation of bioactive metabolites, including several aforementioned isoquinoline alkaloids. In this review, we put together older and recent literature data on phytochemistry, pharmacology, and clinical studies on C. majus aiming at a critical evaluation of state-of-the-art from the viewpoint of historical and folk indications. The controversies around this herb, the safety and drug quality issues and a prospective role in phytotherapy are discussed as well.

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“…Crude extracts of CM, as well as purified compounds derived from it, exhibit a broad spectrum of bioactive properties with a potential for the protection of human health, such as antiinflammatory, antimicrobial, cytotoxic, analgesic, antioxidant, antiulcer, acetylcholinesterase-and butyrylcholinesterase-inhibitory, and hepatoprotective activities (Lee et al, 2007;Kuenzel et al, 2013). The high spectrum of antioxidant properties for CM that are increasingly being used suggests the necessity of further investigations regarding their influence on organs and tissue function, including the evaluation of molecular mechanisms involved to exploit them for potential therapeutic benefits (Lenfeld et al, 1981;Kokoska et al, 2002;Havelek et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

Effects of Extracts Derived from Roots and Stems of Chelidonium majus L. on Oxidative Stress Biomarkers in the Model of Equine Plasma

Stefanowski¹

2021

Agrobiodivers Improv Nutr health life Qual

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Greater celandine (Chelidonium majus L., Papaveraceae) is a perennial herbaceous plant, with an upright and spreading stem, large leaves, and yellow flowers collected on the tops of the stems in rare umbel inflorescence. The main aim of the study was an assessment of the oxidative stress biomarkers [2-thiobarbituric acid reactive substances (TBARS), carbonyl derivatives content of protein oxidative modification (OMP), total antioxidant capacity (TAC)] and also activity of antioxidant enzymes (catalase, ceruloplasmin) in the equine plasma after treatment by extracts derived from roots and stems of C. majus collected from rural and urban agglomerations. Plant materials were collected from natural habitats on the territory of the Kartuzy district in the Pomeranian province (northern part of Poland). Our results demonstrated that statistically significant reductions in lipid peroxidation byproducts were noted after incubation with extracts derived from roots of C. majus collected from both urban (by 35 %, p <0.05) and rural (by 34 %, p <0.05) agglomerations compared to the control samples. Stem extracts derived from C. majus also reduced TBARS levels, but only extracts derived from C. majus were collected from the rural areas; a statistically significant decrease (by 21 %, p <0.05) was observed compared to the control samples. The lowest values in the content of the aldehydic derivatives of OMP were observed after incubation with extracts derived from roots of C. majus collected from both rural and urban areas. On the other hand, levels of ketonic derivatives of OMP were significantly increased after incubation with extracts derived from stems of C. majus collected from both rural and urban areas compared to the control samples, in contrast to extracts derived from roots of C. majus collected from urban areas, where there was a statistically significant reduction in ketonic derivatives of OMP (by 15 %, p <0.05) compared to the control samples. A significant increase in the TAC levels was observed after incubation with root and stem extracts of C. majus collected from both urban and rural areas, but the highest values were observed after incubation with extracts derived from roots of C. majus collected from rural areas (by 66.7 %, p <0.05) compared to the control samples. Stem extracts of C. majus collected from urban agglomerations were found to be most effective in increasing catalase activity (by 115 %, p <0.05). Both root and stem extracts of C. majus collected from rural areas caused a statistically significant reduction in ceruloplasmin levels. These in vitro studies indicate that extracts from this plant are a significant source of natural antioxidants that could prevent the progression of various disorders caused by oxidative stress. However, the proportions of secondary metabolites responsible for the antioxidant activity of C. majus extracts are currently unclear. Therefore, further studies are needed to isolate and identify the antioxidant compounds present in the plant extracts. Screening of C. majus plant...

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Chelidonine and Homochelidonine Induce Cell Death through Cell Cycle Checkpoints and MAP Kinase Pathways

Cited by 6 publications

References 32 publications

Modulatory Effect of Chelidonium majus Extract and Its Alkaloids on LPS-Stimulated Cytokine Secretion in Human Neutrophils

Modulatory Effect of Chelidonium majus Extract and Its Alkaloids on LPS-Stimulated Cytokine Secretion in Human Neutrophils

Greater Celandine's Ups and Downs−21 Centuries of Medicinal Uses of Chelidonium majus From the Viewpoint of Today's Pharmacology

Effects of Extracts Derived from Roots and Stems of Chelidonium majus L. on Oxidative Stress Biomarkers in the Model of Equine Plasma

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