RXRα transcriptional inhibitors from the stems of Calophyllum membranaceum

Fitoterapia. 2016 Jan:108:66-72. doi: 10.1016/j.fitote.2015.11.001. Epub 2015 Nov 11.

Abstract

Bioassay-guided fractionation of the 60% ethanol extract of the stems of Calophyllum membranaceum using the RXRα transcription activation assay led to the isolation of two new chromanones, calopolyanic acid methyl ester (1) and isopinetoric acid methyl ester (2), two new xanthones, calophylixanthones A-B (3-4), and one new C-glycoside, calophymembranside C (5), along with 13 known compounds. Their structures were elucidated on the basis of extensive spectroscopic data. Compounds 5, 11 and 18 showed transcriptional inhibitory activity of RXRα with 50% inhibitory concentration (IC50) values of 29.95 ± 1.08, 31.06 ± 9.02, and 25.88 ± 1.62 μM, respectively.

Keywords: C-glycoside; Calophyllum membranaceum; Chromanones; RXRα transcriptional inhibitory activity; Xanthones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Calophyllum / chemistry*
  • Chromones / chemistry
  • Chromones / isolation & purification
  • Glycosides
  • HEK293 Cells
  • Humans
  • Inhibitory Concentration 50
  • Molecular Docking Simulation
  • Molecular Structure
  • Monosaccharides / chemistry
  • Monosaccharides / isolation & purification
  • Plant Extracts / chemistry*
  • Plant Stems / chemistry*
  • Receptors, Retinoic Acid / antagonists & inhibitors*
  • Retinoic Acid Receptor alpha
  • Xanthones / chemistry
  • Xanthones / isolation & purification

Substances

  • C-glycoside
  • Chromones
  • Glycosides
  • Monosaccharides
  • Plant Extracts
  • RARA protein, human
  • Receptors, Retinoic Acid
  • Retinoic Acid Receptor alpha
  • Xanthones