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Steroidal glycosides from Ornithogalum thyrsoides bulbs and their cytotoxicity toward HL-60 human promyelocytic leukemia cells and SBC-3 human small-cell lung cancer cells.
Phytochemistry
March 2024
Department of Medicinal Pharmacognosy, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, Hachioji, Tokyo 192-0392, Japan.
Ornithogalum thyrsoides Jacq belongs to the Asparagaceae family and is cultivated for ornamental purposes. The authors have previously reported several cholestane- and spirostan-type steroidal glycosides from O. thyrsoides.
View Article and Find Full Text PDFA new steroidal glycoside from the fruits of .
Nat Prod Res
January 2022
Faculty of Pharmaceutical Sciences, Sojo University, Kumamoto, Japan.
A new cholestane-type steroidal glycoside, solamyriaside A (), was isolated from the fruits of Dunal (Solanaceae), along with two known steroidal glycosides, namely, solaviaside A () and aculeatiside A (), and three known steroidal alkaloid glycosides, namely, solamargine (), khasianine () and solasonine (), which were isolated for the first time from this plant. Based on spectroscopic data as well as chemical evidence, was determined to be 3--α-L-rhamnopyranosyl-(1→2)--[α-L-rhamnopyranosyl-(1→4)]-β-D-glucopyranosyl-22,25-cholest-5-ene-3β,16α,22,26-tetraol 26--β-D-glucopyranoside. The cytotoxic activity of - against HL-60 human promyelocytic leukaemia cells was examined.
View Article and Find Full Text PDFCytotoxic steroidal saponins from Panicum turgidum Forssk.
Steroids
September 2017
National Center for Natural Products Research, School of Pharmacy, University of Mississippi, University, MS 38677, USA. Electronic address:
Three new bidesmosidic cholestane-type steroidal glycosides, 16-O-β-d-glucopyranosyl-cholest-5-en-3β,16β-diol-22-one-3-O-α-l-rhamnopyranosyl-(1→2)-O-[(β-d-glucopyranosyl(1→4)]-O-β-d-glucopyranoside (1), 16-O-β-d-glucopyranosylcholest-5-en-3β,16β-diol-22-one-3-O-α-l-rhamnopyranosyl-(1→2)-O-β-d-glucopyranoside (2), and 16-O-β-d-glucopyranosylcholestan-3β,16β-diol-6,22-dione-3-O-α-l-rhamnopyranosyl-(1→2)-O-β-d-glucopyranoside (3) were isolated from a methanolic extract of Panicum turgidum. In addition four known compounds, pennogenin 3β-O-α-l-rhamnopyranosyl-(1→2)-O-[α-l-rhamnopyranosyl-(1→4)-O-α-l-rhamnopyranosyl-(1→4)]-O-β-d-glucopyranoside (4), yamogenin 3β-O-α-l-rhamnopyranosyl-(1→2)-O-[α-l-rhamnopyranosyl-(1→4)]-O-β-d-glucopyranoside (5), yamogenin 3β-O-α-l-rhamnopyranosyl-(1→2)-O-[α-l-rhamnopyranosyl-(1→4)-O-α-l-rhamnopyranosyl-(1→4)]-O-β-d-glucopyranoside (6), and pennogenin 3β-O-α-l-rhamnopyranosyl-(1→2)-O-[α-l-rhamnopyranosyl-(1→4)]-O-β-d-glucopyranoside (7) were also isolated and characterized. Their structures were established using extensive spectroscopic methods including 1D and 2D NMR and HRESIMS.
View Article and Find Full Text PDFIsolation and structural elucidation of novel cholestane glycosides and spirostane saponins from Polygonatum odoratum.
Steroids
February 2014
Faculty of Pharmaceutical Sciences, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan.
Much attention has been paid to cholestane-type steroidal glycosides because of their importance from the perspectives of both chemical diversity and significant biological activities. A phytochemical investigation of the rhizomes of Polygonatum odoratum (Liliaceae) resulted in the isolation of three novel cholestane-type steroidal glycosides (1-3) with unique Δ(14,16)-unsaturated D-ring structures as well as two novel spirostane-type steroidal saponins (4 and 5) and three known steroidal glycosides (6-8). Their structures were determined by various spectroscopic methods and chemical reactions.
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