Cytotoxic Steroidal Glycosides from the Whole Plant of Calamus acanthophyllus

Planta Med. 2016 Jul;82(11-12):1117-21. doi: 10.1055/s-0042-106972. Epub 2016 May 24.

Abstract

A new steroidal glycoside, callaphylloside (1), together with seven known glycosides (2-8), was isolated from the whole plant of Calamus acanthophyllus. The structure of the new compound was elucidated by spectral data analyses and chemical transformations. Compounds 5 and 8 exhibited strong cytotoxic activity against four cancer cell lines (0.7 ≤ IC50 ≤ 3.4 µM). Evaluation of the structure-activity relationship among steroidal glycosides revealed that the structure of spirostanol with an α-L-rhamnopyranosyl linked to C-2 of the inner glucopyranosyl residue both play a critical role in the effects of these compounds on the cancer cell lines.

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Calamus / chemistry*
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • HeLa Cells
  • Humans
  • Molecular Structure
  • Phytosterols / isolation & purification*
  • Phytosterols / pharmacology
  • Plant Leaves / chemistry
  • Steroids / chemistry
  • Steroids / isolation & purification
  • Steroids / pharmacology
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Phytosterols
  • Steroids
  • callaphylloside