Structure determination of two new indole-diterpenoids from Penicillium sp. CM-7 by NMR spectroscopy

Magn Reson Chem. 2014 Jun;52(6):306-9. doi: 10.1002/mrc.4065. Epub 2014 Apr 2.

Abstract

Two new indole-diterpenoids 4b-deoxy-1'-O-acetylpaxilline (1) and 4b-deoxypenijanthine A (2) were isolated from the fermentation broth and the mycelia of the soil fungus Penicillium sp. CM-7, along with three known structurally related compounds, 1'-O-acetylpaxilline (3), paspaline (4) and 3-deoxo-4b-deoxypaxilline (5). The structures of compounds 1 and 2 were elucidated by extensive spectroscopic methods, especially 2D NMR, and their absolute configurations were suggested on the basis of the circular dichroism spectral analysis and the NOESY data.

Keywords: 13C NMR; 1H NMR; Indole-diterpenoids; NMR; Penicillium sp.

MeSH terms

  • Diterpenes / analysis
  • Diterpenes / chemistry*
  • Indoles / analysis
  • Indoles / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Molecular Conformation
  • Penicillium / classification*
  • Penicillium / metabolism*
  • Species Specificity

Substances

  • Diterpenes
  • Indoles