Antitumour activities of sanguinarine and related alkaloids

Slaninová, Iva; Pěnčíková, Kristýna; Urbanová, Jana; Slanina, Jiřı́; Táborská, Eva

doi:10.1007/s11101-013-9290-8

Cited by 87 publications

(61 citation statements)

References 112 publications

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“…In the past, QBAs have attracted the attention of many pharmacologists because of their own low toxicity [5,6] and their multiple biological activities, such as the antitumor [7] , antimicrobial [8,9] , anti-inflammatory [10] , anti-HIV [11] , anti-platelet [12] , anti-angiogenesis [13] , and antiparasitic activities [14][15][16] . The influence of QBAs on the activity of various important biological enzymatic pathways has been also demonstrated [7] . For long times, sanguinarinecontaining herbs were believed to possess anticancer activity but only recently evidence that sanguinarine possesses a strong anti-neoplastic activity, which is mediated mainly by the induction of tumor cell apoptosis has been proved.…”

Section: Introductionmentioning

confidence: 99%

Antitumor effects of the benzophenanthridine alkaloid sanguinarine: Evidence and perspectives

Gaziano

Moroni

Buè

et al. 2016

WJGO

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Historically, natural products have represented a significant source of anticancer agents, with plant-derived drugs becoming increasingly explored. In particular, sanguinarine is a benzophenanthridine alkaloid obtained from the root of Sanguinaria canadensis , and from other poppy Fumaria species, with recognized anti-microbial, anti-oxidant and anti-inflammatory properties. Recently, increasing evidence that sanguinarine exibits anticancer potential through its capability of inducing apoptosis and/or antiproliferative effects on tumor cells, has been proved. Moreover, its antitumor seems to be due not only to its pro-apoptotic and inhibitory effects on tumor growth, but also to its antiangiogenic and anti-invasive properties. Although the precise mechanisms underlying the antitumor activity of this compound remain not fully understood, in this review we will focus on the most recent findings about the cellular and molecular pathways affected by sanguinarine, together with the rationale of its potential application in clinic. The complex of data currently available suggest the potential application of sanguinarine as an adjuvant in the therapy of cancer, but further pre-clinical studies are needed before such an antitumor strategy can be effectively translated in the clinical practice.

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Section: Introductionmentioning

confidence: 99%

Antitumor effects of the benzophenanthridine alkaloid sanguinarine: Evidence and perspectives

Gaziano

Moroni

Buè

et al. 2016

WJGO

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“…Extracts obtained from these plants, especially M. cordata and S. canadensis, have been used in traditional medicine for their anti-inflammatory effects, particularly against plaque build-up and gingivitis (Šimánek et al 2003). Varying amounts of the major alkaloids sanguinarine and chelerythrine and the minor ones chelirubine, sanguirubine, chelilutine, sanguilutine, and macarpine have been found in these plants (Suchomelova et al 2007;Šimánek et al 2003;Slaninova et al 2014;Sebrlova et al 2015).…”

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confidence: 99%

The capability of minor quaternary benzophenanthridine alkaloids to inhibit TNF-α secretion and cyclooxygenase activity

et al. 2017

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Quaternary benzophenanthridine alkaloids are known to have a wide range of biological effects, including antimicrobial, antifungal, anti-inflammatory, and antitumour activities. However, only sanguinarine and chelerythrine have been studied intensively. The aim of this study was to evaluate the anti-inflammatory potential of the five minor quaternary benzophenanthridine alkaloids sanguilutine, sanguirubine, chelirubine, chelilutine, and macarpine in vitro and to compare them with more thoroughly studied sanguinarine and chelerythrine. Before making cellbased assays, the cytotoxicity of the alkaloids was evaluated. The anti-inflammatory potential of the chosen alkaloids was evaluated as for their ability to modulate the lipopolysaccharideinduced secretion of tumour necrosis factor α (TNF-α) in the macrophage-like cell line THP-1. The cyclooxygenase (COX)-1 and COX-2 inhibitory activities were also measured. The results indicate that the presence of a methylenedioxy ring attached at carbon (C)7-C8 is important for reducing the secretion of TNF-α. Interestingly, this effect did not show a simple dependence on concentration. The selected alkaloids showed little or no anti-COX activity. The results obtained from the present experiments may provide additional information useful in understanding the structure-to-activity relationship of the quaternary benzophenanthridine alkaloids. The antiinflammatory potential and the cytotoxic effect are driven by the presence of a methylenedioxy ring attached at C7-C8 and C2-C3, respectively.

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“…SA and CHE are present in relatively high amounts in these plants, may be isolated, and have been commercially available for years. They have been the subjects of a number of biological studies that have been summarised in recent reviews (Dvorák et al, 2006;Slaninová et al, 2014). By contrast, the content of other QBAs is significantly lower in these plants and their availability is very limited, hence they have long evaded attention.…”

Section: Introductionmentioning

confidence: 99%

Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

et al. 2015

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Stylophorum lasiocarpum (Oliv.) Fedde (Papaveraceae) belongs to traditional Chinese medicine herbs but there was minimal information on the content of alkaloids in this plant. Extracts from the aerial part and roots were examined by liquid chromatography with UV and mass spectrometric detection, with nineteen alkaloids identified. Changes in alkaloid content over the entire vegetation period of a one-and two-year old plant were studied. The protoberberine alkaloids, coptisine and stylopine, were found to be the main substances in extracts of the aerial part irrespective of the plant's age and time of harvest. Variable amounts of protopine, sanguinarine, chelerythrine, chelirubine, macarpine, chelilutine and berberine were also recorded in the aerial part. The roots contained significantly larger quantities of all alkaloids than the aerial part with the levels of most alkaloids varying from May to October, peaking in the middle of the vegetation period. Coptisine was the dominant alkaloid in all samples. The antiproliferative activities of the root extract and of seven individual alkaloids were tested on A375 human malignant melanoma cells. The significant dose-dependent toxicity of the root extract was attributed largely to the quaternary benzo[c]phenanthridine alkaloids, macarpine and sanguinarine.

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Antitumour activities of sanguinarine and related alkaloids

Cited by 87 publications

References 112 publications

Antitumor effects of the benzophenanthridine alkaloid sanguinarine: Evidence and perspectives

Antitumor effects of the benzophenanthridine alkaloid sanguinarine: Evidence and perspectives

The capability of minor quaternary benzophenanthridine alkaloids to inhibit TNF-α secretion and cyclooxygenase activity

Seasonal variation in alkaloid composition and antiproliferative activity of Stylophorum lasiocarpum (Oliv.) Fedde

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