Document Detail

Saundersiosides C-H, rearranged cholestane glycosides from the bulbs of Ornithogalum saundersiae and their cytostatic activity on HL-60 cells.
MedLine Citation:
PMID:  10501026     Owner:  NLM     Status:  MEDLINE    
Six novel rearranged cholestane glycosides with a six-membered hemiacetal ring system, designated as saundersiosides C-H, were isolated from the bulbs of Ornithogalum saundersiae. Their structures were determined on the basis of spectroscopic analysis and the result of hydrolysis. The conformation of the six-membered hemiacetal ring of the rearranged cholestanes was shown to be almost a boat-form by molecular mechanics and molecular dynamics calculation studies. Among the isolated compounds, saundersioside E, F, G and H with an aromatic acid ester group at the glycoside moiety were found to be highly cytostatic to human leukemia HL-60 cells, showing IC50 values of 0.021, 0.019, 0.063 and 0.052 microM, respectively, which are as potent as those of the clinically applied anticancer agents, etoposide and methotrexate.
M Kuroda; Y Mimaki; Y Sashida
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Phytochemistry     Volume:  52     ISSN:  0031-9422     ISO Abbreviation:  Phytochemistry     Publication Date:  1999 Oct 
Date Detail:
Created Date:  1999-10-18     Completed Date:  1999-10-18     Revised Date:  2004-11-17    
Medline Journal Info:
Nlm Unique ID:  0151434     Medline TA:  Phytochemistry     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  435-43     Citation Subset:  IM    
School of Pharmacy, Tokyo University of Pharmacy and Life Science, Japan.
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MeSH Terms
Antineoplastic Agents, Phytogenic / chemistry,  isolation & purification*,  pharmacology
Carbohydrate Conformation
Carbohydrate Sequence
Cholestanes / chemistry,  isolation & purification*,  pharmacology
Glycosides / chemistry
HL-60 Cells
Liliaceae / chemistry*
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Spectrophotometry, Infrared
Reg. No./Substance:
0/Antineoplastic Agents, Phytogenic; 0/Cholestanes; 0/Glycosides

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