Two new bufadienolides from the rhizomes of Helleborus thibetanus Franch

Yang, Jinxiang; Zhang, Yanhong; Miao, Fei; Zhou, Le; Sun, Wei

doi:10.1016/j.fitote.2010.03.009

Cited by 16 publications

(9 citation statements)

References 19 publications

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“…siculus 49 and H. thibetanus. 50 Three novel bufadienolides, hellebortin A 42, B 43 and C 44, have been isolated by bioassay-and radioimmunoassay-directed HPLC analyses of the methanol extract of the seeds of H. torquatus, of which 42 and 44 are the first isolated 19-norbufadienolides. 46 Fresh rhizomes of H. orientalis provided the bufadienolide glycoside 45, which showed a potent cytotoxic effect.…”

Section: Ranunculaceaementioning

confidence: 99%

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Bufadienolides and their antitumor activity

et al. 2011

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Section: Ranunculaceaementioning

confidence: 99%

“…48 Phytochemical investigation of the rhizomes of the Chinese species H. thibetanus led to the isolation and characterization of two new bufadienolides, tigencaoside A 48 and tigencaoside B 49, as well as the known compounds 12 and 47. 50…”

Section: Ranunculaceaementioning

confidence: 99%

Bufadienolides and their antitumor activity

et al. 2011

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“…Plants from the genus Helleborus are perennials belonging to the Ranunculaceae family, and are widely distributed throughout Europe. 1) Helleborus species are poisonous plants and a series of bufadienolides have been isolated from H. caucasicus, 2,3) H. odorus, 4,5) H. thibetanus, [6][7][8] and H. torquatus. 9) Recently, various bufadienolides from H. orientalis and H. foetidus were isolated and identified, some of which showed significantly potent cytotoxic activity and induced apoptosis via a mitochondria dependent pathway in cultured tumor cells.…”

Section: Introductionmentioning

confidence: 99%

“…10,11) Because Helleborus species has been reported to concomitantly contain the glycoside derivatives of C 27 steroids (spirostanols and furostanols), [12][13][14][15][16][17][18] further phytochemical examination of the methanolic extract of H. foetidus was performed using whole plants with a specific focus on steroidal glycosides. The isolation of 28 steroidal glycosides , including 20 novel spirostanol glycosides (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) and a novel furostanol glycoside (21) was achieved. The structures of the newly identified compounds were determined from their two-dimensional NMR spectra and hydrolytic cleavage.…”

Section: Introductionmentioning

confidence: 99%

Novel Steroidal Glycosides from the Whole Plants of <i>Helleborus foetidus</i>

et al. 2020

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Phytochemical analysis of the whole Helleborus foetidus plants identified 28 steroidal glycosides (1-28), including 20 novel spirostanol glycosides (1-20) and a novel furostanol glycoside (21). The structures of the newly identified compounds were elucidated by two-dimensional NMR spectroscopy and hydrolytic cleavage. Compounds 12, 13, and 15 were determined to be spirostanol trisdesmosides bearing sugar moieties at the C-1,-21, and-24 hydroxy groups of the aglycone unit. The isolated compounds were subsequently evaluated for cytotoxic activity against HL-60 human promyelocytic leukemia cells and A549 human lung carcinoma cells. In particular, 7 showed cytotoxic activity against the HL-60 and A549 cells, with IC 50 values of 5.9 and 6.6 µM, respectively, whereas 19 was selectively cytotoxic to A549 cells with an IC 50 value of 5.5 µM.

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“…The skin secretions and venom of amphibians are rich sources of bioactive compounds, such as peptides, alkaloids, bufadienolides, biogenic amines, and proteins. These molecules play a crucial role in the physiological functions of these animals, especially for predation and protection against microorganisms [ 18 , 19 ]. Previous studies with Rhinella marina venom resulted in the identification by LC-MS of the 4 bufadienolides; telocinobufagin, marinobufagin, bufalin, and resibufogenin, and in Rhaebo guttatus venom marinobufagin was identified [ 20 ].…”

Section: Introductionmentioning

confidence: 99%

Antiplasmodial and Cytotoxic Activities of Toad Venoms from Southern Amazon, Brazil

et al. 2016

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The drug-resistance of malaria parasites is the main problem in the disease control. The huge Brazilian biodiversity promotes the search for new compounds, where the animal kingdom is proving to be a promising source of bioactive compounds. The main objective of this study was to evaluate the antiplasmodial and cytotoxic activity of the compounds obtained from the toad venoms of Brazilian Amazon. Toad venoms were collected from the secretion of Rhinella marina and Rhaebo guttatus in Mato Grosso State, Brazil. The powder was extracted at room temperature, yielding 2 extracts (RG and RM) and a substance (‘1’) identified as a bufadienolide, named telocinobufagin. Growth inhibition, intraerythrocytic development, and parasite morphology were evaluated in culture by microscopic observations of Giemsa-stained thin blood films. Cytotoxicity was determined against HepG2 and BGM cells by MTT and neutral red assays. The 2 extracts and the pure substance (‘1’) tested were active against chloroquine-resistant Plasmodium falciparum strain, demonstrating lower IC50 values. In cytotoxic tests, the 2 extracts and substance ‘1’ showed pronounced lethal effects on chloroquine-resistant P. faciparum strain and low cytotoxic effect, highlighting toad parotoid gland secretions as a promising source of novel lead antiplasmodial compounds.

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Two new bufadienolides from the rhizomes of Helleborus thibetanus Franch

Cited by 16 publications

References 19 publications

Bufadienolides and their antitumor activity

Bufadienolides and their antitumor activity

Novel Steroidal Glycosides from the Whole Plants of <i>Helleborus foetidus</i>

Antiplasmodial and Cytotoxic Activities of Toad Venoms from Southern Amazon, Brazil

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