Novel Steroidal Glycosides from the Whole Plants of Helleborus foetidus
Autor: | Yoshihiro Mimaki, Tomoki Iguchi, Yuka Uchida, Akihito Yokosuka, Shingo Takano |
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Rok vydání: | 2020 |
Předmět: |
A549 cell
chemistry.chemical_classification biology 010405 organic chemistry Stereochemistry Glycoside Ranunculaceae General Chemistry General Medicine Nuclear magnetic resonance spectroscopy 010402 general chemistry biology.organism_classification 01 natural sciences 0104 chemical sciences Helleborus foetidus chemistry.chemical_compound Aglycone chemistry Phytochemical Drug Discovery Cytotoxic T cell |
Zdroj: | Chemical and Pharmaceutical Bulletin. 68:273-287 |
ISSN: | 1347-5223 0009-2363 |
Popis: | 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 IC50 values of 5.9 and 6.6 µM, respectively, whereas 19 was selectively cytotoxic to A549 cells with an IC50 value of 5.5 µM. |
Databáze: | OpenAIRE |
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