Lepidium graminifolium L.: Glucosinolate Profile and Antiproliferative Potential of Volatile Isolates

Molecules. 2021 Aug 27;26(17):5183. doi: 10.3390/molecules26175183.

Abstract

Glucosinolates (GSLs) from Lepidium graminifolium L. were analyzed qualitatively and quantitatively by their desulfo-counterparts using UHPLC-DAD-MS/MS technique and by their volatile breakdown products-isothiocyanates (ITCs) using GC-MS analysis. Thirteen GSLs were identified with arylaliphatic as the major ones in the following order: 3-hydroxybenzyl GSL (glucolepigramin, 7), benzyl GSL (glucotropaeolin, 9), 3,4,5-trimethoxybenzyl GSL (11), 3-methoxybenzyl GSL (glucolimnanthin, 12), 4-hydroxy-3,5-dimethoxybenzyl GSL (3,5-dimethoxysinalbin, 8), 4-hydroxybenzyl GSL (glucosinalbin, 6), 3,4-dimethoxybenzyl GSL (10) and 2-phenylethyl GSL (gluconasturtiin, 13). GSL breakdown products obtained by hydrodistillation (HD) and CH2Cl2 extraction after hydrolysis by myrosinase for 24 h (EXT) as well as benzyl ITC were tested for their cytotoxic activity using MTT assay. Generally, EXT showed noticeable antiproliferative activity against human bladder cancer cell line UM-UC-3 and human glioblastoma cell line LN229, and can be considered as moderately active, while IC50 of benzyl ITC was 12.3 μg/mL, which can be considered as highly active.

Keywords: 3,4,5-trimethoxybenzyl glucosinolate; Lepidium graminifolium L.; antiproliferative activity; benzyl isothiocyanate; desulfoglucosinolates; glucosinolates.

MeSH terms

  • Cell Line, Tumor
  • Cell Proliferation / drug effects*
  • Gas Chromatography-Mass Spectrometry / methods
  • Glioblastoma / drug therapy
  • Glucosinolates / chemistry*
  • Glucosinolates / pharmacology*
  • Humans
  • Hydrolysis
  • Isothiocyanates / chemistry
  • Isothiocyanates / pharmacology
  • Lepidium / chemistry*
  • Tandem Mass Spectrometry / methods
  • Thiocyanates / chemistry
  • Thiocyanates / pharmacology
  • Thioglucosides / chemistry
  • Thioglucosides / pharmacology
  • Urinary Bladder Neoplasms / drug therapy

Substances

  • Glucosinolates
  • Isothiocyanates
  • Thiocyanates
  • Thioglucosides
  • glucolimnanthin
  • gluconasturtiin
  • isothiocyanic acid
  • glucotropeolin