Athenolide A, a New Steroidal Lactone from the Leaves of Athenaea martiana (Solanaceae) Determined by Means of HPLC-HR-MS-SPE-NMR Analysis

Chem Biodivers. 2018 Jan;15(1). doi: 10.1002/cbdv.201700455. Epub 2017 Dec 25.

Abstract

Athenaea (Solanaceae) is an endemic genus belonging to the Brazilian Atlantic Rainforest. Recently, botanical investigations suggested the re-evaluation of the generic status of the genus Athenaea as a synonym of Aureliana. In this study, the first investigation of the Athenaea genus performed on Athenaea martiana by means of HPLC-HR-MS-SPE-NMR combined with high-resolution radical scavenging profile led to identification of several phenolic acids as radical scavengers: protocatechuic acid (1), 4-hydroxybenzoic acid (2), caffeic acid (3), vanillic acid (4), and ferulic acid (6). Additional analysis revealed a new steroidal lactone, named athenolide A (9). Their structures were elucidated by extensive use of NMR spectroscopy as well as HR-MS. Chemotaxonomic considerations based on these results supported the chemical relationships between the Athenaea and Aureliana genera, in agreement with the recent botanical findings.

Keywords: Athenaea martiana; HPLC-HR-MS-SPE-NMR; chemotaxonomy; high-resolution radical scavenging profile; steroidal lactone.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Lactones / chemistry*
  • Lactones / isolation & purification
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Plant Leaves / chemistry*
  • Solanaceae / chemistry*
  • Solid Phase Extraction*
  • Steroids / chemistry*
  • Steroids / isolation & purification

Substances

  • Lactones
  • Plant Extracts
  • Steroids
  • athenolide A