New triterpenoids, steroids and lignan from the stem barks of Entandrophragma utile

Fitoterapia. 2020 Jun:143:104546. doi: 10.1016/j.fitote.2020.104546. Epub 2020 Mar 12.

Abstract

Eight new compounds (Entanutilins O-V; 1-8), including four limonoids, two steroids, one triterpenoid and one lignan were isolated from the stem barks of Entandrophragma utile. Their structures were determined by detailed spectroscopic analyses (HRESIMS and 1D/2D-NMR). Bioactivity screening indicated that compounds 1, 6 and 7 exhibited effective in reversing resistance in MCF-7/DOX cells at a nontoxic concentration of 30 μM with 18.18-, 7.43- and 7.94-fold enhancing effect, respectively, meanwhile, compounds 5 and 6 showed moderate NO inhibitory activities in LPS-activated RAW 264.7 macrophages.

Keywords: Anti-inflammatory; Entandrophragma utile; Ethanol (PubChem CID: 702); Lignan; Limonoids; Methanol (PubChem CID: 887); Methyl cyanide (PubChem CID: 6432); Methylene chloride (PubChem CID: 6344); Multidrug resistance (MDR); Steroids; Triterpenoid.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Ghana
  • Humans
  • Lignans / isolation & purification
  • Lignans / pharmacology*
  • MCF-7 Cells
  • Meliaceae / chemistry*
  • Mice
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Bark / chemistry
  • RAW 264.7 Cells
  • Steroids / isolation & purification
  • Steroids / pharmacology*
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic
  • Lignans
  • Phytochemicals
  • Steroids
  • Triterpenes