30-normedicagenic acid glycosides from Chenopodium foliosum

Nat Prod Commun. 2012 Nov;7(11):1419-22.

Abstract

Two new glycosides of 30-normedicagenic acid, namely 3-O-[beta-D-glucuronopyranosyl methyl ester]-2beta,3beta-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid 28-O-beta-D-glucopyranosyl ester, and 3-O-beta-D-glucopyranosyl-2beta,3beta-dihydroxy-30-noroleane- 12,20(29)-diene-23,28-dioic acid, together with the known 3-O-beta-glucopyranosyl-2beta,3beta-dihydroxy-30-noroleane-12,20(29)-diene-23 ,28-dioic acid 28-O-beta-glucopyranosyl ester, and 3-O-beta-glucuronopyranosyl-2beta,3beta-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid 28-O-beta-glucopyranosyl ester were isolated from the aerial parts of Chenopodium foliosum Asch. The structures of the compounds were determined by means of spectroscopic methods (1D and 2D NMR, UV, IR) and HRMS-ESI. The compounds were tested for cytotoxicity on three leukemic cell lines (BV-173, SKW-3, HL-60). In addition, the saponins showed moderate stimulatory effects on interleukin-2 production in PHA/PMA stimulated Jurkat E6.1 cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Chenopodium / chemistry*
  • Drug Screening Assays, Antitumor
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Humans
  • Interleukin-2 / metabolism
  • Jurkat Cells
  • Saponins / chemistry
  • Saponins / isolation & purification*
  • Triterpenes / chemistry*
  • Triterpenes / isolation & purification*

Substances

  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Interleukin-2
  • Saponins
  • Triterpenes
  • medicagenic acid