New neolignan glycoside and an unusual benzoyl malic acid derivative from Maytenus senegalensis leaves

Nat Prod Res. 2015;29(2):109-15. doi: 10.1080/14786419.2014.959948. Epub 2014 Sep 18.

Abstract

Further investigation of the methanol leaf extract of Maytenus senegalensis led to the isolation of six compounds, including mayselignoside (1) and an unusual benzoyl malic acid derivative, benzoyl R-(+)-malic acid (2). Two known lignan derivatives (+)-lyoniresinol (3) and (-)-isolariciresinol (4), a known neolignan derivative dihydrodehydrodiconiferyl alcohol (5) and the triterpenoid, β-amyrin (6) were also isolated. The structures of these compounds were elucidated by a combination of 1D and 2D NMR and mass spectroscopy. All compounds were tested for cytotoxicity against mouse lymphoma cell line (L5178Y) and for antimicrobial activity against strains of bacteria and fungi. None of the compounds showed promising cytotoxic and/or antimicrobial activities.

Keywords: Celastraceae; Maytenus senegalensis; benzoic acid derivatives; cytotoxicity; lignans; neolignans; triterpenoids.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Infective Agents
  • Antineoplastic Agents, Phytogenic
  • Cell Line, Tumor
  • Glycosides / chemistry*
  • Glycosides / isolation & purification
  • Lignans / chemistry*
  • Lignans / isolation & purification
  • Malates / chemistry*
  • Malates / isolation & purification
  • Maytenus / chemistry*
  • Mice
  • Molecular Structure
  • Plant Leaves / chemistry

Substances

  • Anti-Infective Agents
  • Antineoplastic Agents, Phytogenic
  • Glycosides
  • Lignans
  • Malates
  • mayselignoside
  • malic acid