Steroidal saponins from Asparagus officinalis and their cytotoxic activity

Yu Shao, Onoomar Poobrasert, Edward J. Kennelly, Chee Kok Chin, Chi-Tang Ho, Mou Tuan Huang, Stephen A. Garrison, Geoffrey A. Cordell

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88 Scopus citations

Abstract

Two oligofurostanosides were isolated from the seeds of Asparagus officinalis L. and their structures characterized as 3-O-{a-L- rhamnopyranosyl-(1 → 2)-(α-L-rhamnopyranosyl-(1 → 4)}-β-D- glucopyranosyl]-26-O-[β-D-glucopyranosyl]-(25R)-22α-methoxyfurost-5-ene- 3β,26-diol (methyl protodioscin) and its corresponding 22α-hydroxy analogue (protodioscin). The structural identification was performed using detailed analysis of 1H- and 13C-NMR spectra including two-dimensional NMR spectroscopy (COSY, HMQC, NOESY and HMBC), and chemical conversions. These two compounds have been shown to inhibit the growth of human leukemia HL-60 cells in culture and macromolecular synthesis in a dose-dependent manner. The inhibitory effect on DNA synthesis was found to be irreversible.

Original languageEnglish (US)
Pages (from-to)258-262
Number of pages5
JournalPlanta Medica
Volume63
Issue number3
DOIs
StatePublished - Jul 22 1997

All Science Journal Classification (ASJC) codes

  • Drug Discovery
  • Analytical Chemistry
  • Molecular Medicine
  • Complementary and alternative medicine
  • Pharmacology
  • Pharmaceutical Science
  • Organic Chemistry

Keywords

  • Asparagus officinalis
  • Cytotoxic activity
  • Furostanoside
  • HL-60 cells
  • Liliaceae
  • Methyl protodioscin
  • Protodioscin
  • Steroidal saponins

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  • Cite this

    Shao, Y., Poobrasert, O., Kennelly, E. J., Chin, C. K., Ho, C-T., Huang, M. T., Garrison, S. A., & Cordell, G. A. (1997). Steroidal saponins from Asparagus officinalis and their cytotoxic activity. Planta Medica, 63(3), 258-262. https://doi.org/10.1055/s-2006-957667