Sinudenoids A-E, C19-Norcembranoid Diterpenes with Unusual Scaffolds from the Soft Coral Sinularia densa

Org Lett. 2022 Dec 16;24(49):9007-9011. doi: 10.1021/acs.orglett.2c03631. Epub 2022 Dec 7.

Abstract

Five new furanobutenolide-derived C19-norcembranoid diterpenes, sinudenoids A-E (1-5, respectively), were isolated from the soft coral Sinularia densa. Sinudenoid A (1) possesses an uncommon 5/5/11-fused tricyclic ring system. Sinudenoids B-D (2-4, respectively) share the same tetracyclic 5/5/6/6 ring system but represent two kinds of new skeletons. Sinudenoid E (5) is the second compound with the rare 8/8 bicyclic carbon core. A plausible biosynthesis pathway for compounds 1-6 is proposed. Compound 5 exhibits strong anti-inflammatory activity in the zebrafish model.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa*
  • Anti-Inflammatory Agents
  • Carbon
  • Diterpenes* / metabolism
  • Diterpenes* / pharmacology
  • Molecular Structure
  • Zebrafish

Substances

  • Diterpenes
  • Anti-Inflammatory Agents
  • Carbon