Saponins in Cyclamen species: Configuration of cyclamiretin C and structure of isocyclamin

Reznicek, Gottfried; Jurenitsch, J.; Robien, Wolfgang; Kubelka, W.

doi:10.1016/0031-9422(89)80123-2

Cited by 23 publications

(36 citation statements)

References 10 publications

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“…The chemical structures of saponins are shown in Figure 1. Saponin 1 was established as saxifragilofin B (Park et al, 2010) whereas saponin 2 was identified as cyclamin (Reznicek et al, 1989) by comparing their spectroscopic data with those reported in the literature. Saxifragifolin B and cyclamin were isolated for the first time from C. libanoticum.…”

Section: Resultsmentioning

confidence: 99%

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In vitrocytotoxic and anticlastogenic activities of saxifragifolin B and cyclamin isolated fromCyclamen persicumandCyclamen libanoticum

Hosry

Giorgio

Birer

et al. 2014

Pharmaceutical Biology

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Context: The genus Cyclamen L. (Primulaceae) is rich in saponins known to have interesting biological activities. Objective: To isolate saxifragifolin B and cyclamin, two triterpene saponins, from Cyclamen libanoticum Hildebr and Cyclamen persicum Mill, and to assess their cytotoxic, clastogenic/ aneugenic, and anticlastogenic effects, as well as antioxidant potential. Materials and methods: Saxifragifolin B and cyclamin were tested for their cytotoxicity against SK-BR-3, HT-29, HepG2/3A, NCI-H1299, BXPC-3, 22RV1, and normal DMEM cell lines using WST-1 assay. Their clastogenic/aneugenic activities and anticlastogenic effects against the anticancer drug mitomycin C were assessed by the in vitro micronucleus assay in CHO cells. Their antioxidant capacities were determined using Fe 2+ -chelating and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assays. Results: Both saponins were described for the first time in Cyclamen libanoticum. They showed strong cytotoxic activities against the tested cancer cell lines. Saxifragifolin B was found to be 56-and 37-times more active than mitomycin C against breast adenocarcinoma (SK-BR-3) and lung carcinoma (NCI-H1299), respectively. Also, saxifragifolin B did not induce micronuclei formation and prevented cells from mitomycin C clastogenic effect. Cyclamin induced a significant increase of micronucleated cells after metabolic activation with S9 mix, and did not possess any anticlastogenic activity. Both molecules exhibited low antioxidant activities as compared to reference compounds. Discussion and conclusions: This study showed the remarkable cytotoxic activity of saxifragifolin B, especially against breast adenocarcinoma and lung carcinoma and its chemoprotective activity against mitomycin C. Thus, saxifragifolin B could be suggested as a potential cytotoxic drug with a preventive effect against possible exposures to genotoxic agents.

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Section: Resultsmentioning

confidence: 99%

“…Two major known triterpenoid saponins, saxifragifolin B (Park et al, 2010) and cyclamin (Reznicek et al, 1989), were isolated from C. libanoticum and C. persicum. Their structures were established using NMR and MS analyses.…”

Section: Introductionmentioning

confidence: 99%

In vitrocytotoxic and anticlastogenic activities of saxifragifolin B and cyclamin isolated fromCyclamen persicumandCyclamen libanoticum

Hosry

Giorgio

Birer

et al. 2014

Pharmaceutical Biology

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“…Earlier investigations on the different species of Cyclamen resulted in the isolation of triterpenic saponins (Tanker, 1965;Tschesche et al, 1966Tschesche et al, , 1969Anil, 1977aAnil, , 1977bHarvala and Hylands, 1978;Reznicek et al, 1989). The tubers of C. coum var.…”

Section: Saponins From the Phytolaccaceaementioning

confidence: 97%

Triterpene Saponins from Plants of the Flora of Turkey

Çalış¹,

Sticher²

1996

Advances in Experimental Medicine and Biology

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“…The cyclamens are probably protected against consumption by most animals by production of different types of poisonous glycosides. These toxins have been detected also in the tubers (Reznicek et al 1989).…”

Section: Discussionmentioning

confidence: 87%

Relationship of animals to the cyclamen Cyclamen fatrense Halda et Soják: pollinators, consumers and occasional visitors

Turis

Vidlička

2013

Biologia

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The West-Carpathian endemic Cyclamen fatrense is a forests species. Its distribution area lies at the northern margin of distribution area of the Cyclamen genus. Several studies have focused on the pollinators and consumers of representatives of this genus, but they mention only some more important animal species. The aim of our study was to determine the species spectrum of animals having a relationship to C. fatrense in its natural environment and to define mutual relationships between this plant and animals based on comparison of phenologic manifestations of cyclamen and known ecologic data about its visitors. In course of different phenophases of C. fatrense we recorded 127 invertebrate taxa on this plant. Among them 7 taxa were identified as consumers, 29 taxa as potential consumers, 5 taxa as potential pollinators and 91 had an indifferent relationship to the cyclamen. Damaging or direct consummation of cyclamens by vertebrates has not been observed.

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Saponins in Cyclamen species: Configuration of cyclamiretin C and structure of isocyclamin

Cited by 23 publications

References 10 publications

In vitrocytotoxic and anticlastogenic activities of saxifragifolin B and cyclamin isolated fromCyclamen persicumandCyclamen libanoticum

In vitrocytotoxic and anticlastogenic activities of saxifragifolin B and cyclamin isolated fromCyclamen persicumandCyclamen libanoticum

Triterpene Saponins from Plants of the Flora of Turkey

Relationship of animals to the cyclamen Cyclamen fatrense Halda et Soják: pollinators, consumers and occasional visitors

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