Nanolobatone A, An Unprecedented Diterpenoid and Related New Casbanoids from the Hainan Soft Coral Sinularia nanolobata

Chemistry. 2023 May 8;29(26):e202300055. doi: 10.1002/chem.202300055. Epub 2023 Mar 22.

Abstract

Nanolobatone A, featuring an unprecedented tricyclo[10.3.0.01,2 ]pentadecane carbon skeleton, along with four new polyoxygenated and four unusual endoperoxide-bridged casbane-type diterpenoids were isolated from the Hainan soft coral Sinularia nanolobata. The structures of the new compounds were established by extensive spectroscopic analysis, X-ray diffraction analysis, and time-dependent density functional theory/electronic circular dichroism calculations. A plausible biosynthetic pathway of new isolates was proposed. Bioassays revealed that nanolobatone A showed weak antibacterial activity against the Gram-positive bacteria Streptococcus pyogenes.

Keywords: Sinularia; bioactivity; diterpenoid; soft coral; stereochemistry.

MeSH terms

  • Animals
  • Anthozoa* / chemistry
  • Circular Dichroism
  • Crystallography, X-Ray
  • Diterpenes* / chemistry
  • Molecular Structure

Substances

  • Diterpenes