Cytotoxic triterpenoid saponins from Aesculus glabra Willd

Phytochemistry. 2012 Mar:75:67-77. doi: 10.1016/j.phytochem.2011.11.012. Epub 2011 Dec 16.

Abstract

Twenty-four acylated polyhydroxyoleanene saponins were isolated from the seeds of Aesculus glabra. Sixteen of them, namely aesculiosides G1-G16 (1-16), were determined as compounds by spectroscopic and chemical analysis. The structural features of all 24 saponins are: (1) arabinofuranosyl units affixed to C-3 of the glucuronopyranosyl unit in the trisaccharide chain; (2) no 24-OH substitution; (3) C-2 sugar moiety substitution of the 3-O-glucuronopyranosyl unit is either glucopyranosyl or galactopyranosyl. The features of these isolated saponin structures provide more evidence for chemical taxonomy within the genus Aesculus. The cytotoxicity of the aesculiosides (1-16) were tested against A549 and PC-3 cancer cell lines with GI₅₀ from 5.4 to >25 μM.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aesculus / chemistry*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Cell Survival
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Saponins / chemistry
  • Saponins / isolation & purification
  • Saponins / pharmacology*
  • Seeds / chemistry*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Saponins