Bioassay-guided isolation and identification of cytotoxic compounds from Gymnosperma glutinosum leaves

Molecules. 2012 Sep 20;17(9):11229-41. doi: 10.3390/molecules170911229.

Abstract

Bioassay-guided fractionation of hexane extracts of Gymnosperma glutinosum (Asteraceae) leaves, collected in North Mexico, afforded the known compounds hentriacontane (1) and (+)-13S,14R,15-trihydroxy-ent-labd-7-ene (2), as well as the new ent-labdane diterpene (-)-13S,14R,15-trihydroxy-7-oxo-ent-labd-8(9)-ene (3). In addition, D-glycero-D-galactoheptitol (4) was isolated from the methanolic extract of this plant. Their structures were established on the basis of high-field 1D- and 2D NMR methods supported by HR-MS data. The cytotoxic activity was determined by using the in vitro L5178Y-R lymphoma murine model. Hentriacontane (1) and the new ent-labdane 3 showed weak cytotoxicity, whereas the ent-labdane 2 showed significant (p < 0.05) and concentration dependent cytotoxicity (up to 78%) against L5178Y-R cells at concentrations ranging from 7.8 to 250 μg/mL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cycadopsida / chemistry*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology*
  • Drug Discovery
  • Drug Screening Assays, Antitumor
  • Hydrocarbons / chemistry
  • Hydrocarbons / isolation & purification
  • Hydrocarbons / pharmacology
  • Lymphoma / drug therapy
  • Mice
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry*

Substances

  • Antineoplastic Agents
  • Diterpenes
  • Hydrocarbons
  • Plant Extracts
  • hentriacontane