Gypmacrophin A, a Rare Pentacyclic Sesterterpenoid, Together with Three Depsides, Functioned as New Chemical Evidence for Gypsoplaca macrophylla (Zahlbr.) Timdal Identification

Molecules. 2017 Oct 9;22(10):1675. doi: 10.3390/molecules22101675.

Abstract

The phytochemical investigation on 1 g of materials from Gypsoplacamacrophylla (Zahlbr.) Timdal resulted in the discovery of gypmacrophin A, a rare pentacyclic sesterterpenoid; brialmontin III, a new polysubstituted depside and two known ones, brialmontins I and II. The structure and absolute configurations of gypmacrophin A were elucidated by spectroscopic analyses and computational methods. Gypmacrophin A showed weak inhibition of AchE with an IC50 value of 32.03 μM. The four compounds provided new chemical evidence for G. macrophylla identification.

Keywords: Gypsoplaca macrophylla; Gypsoplacaceae; Identification; Sesterterpenoid.

MeSH terms

  • Acetylcholinesterase
  • Ascomycota / isolation & purification*
  • Depsides / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Peptide Fragments / antagonists & inhibitors
  • Sesterterpenes / chemistry*
  • Structure-Activity Relationship

Substances

  • AchE peptide
  • Depsides
  • Peptide Fragments
  • Sesterterpenes
  • Acetylcholinesterase