Stachybotrysin, an Osteoclast Differentiation Inhibitor from the Marine-Derived Fungus Stachybotrys sp. KCB13F013

J Nat Prod. 2016 Oct 28;79(10):2703-2708. doi: 10.1021/acs.jnatprod.6b00641. Epub 2016 Oct 11.

Abstract

Two new phenylspirodrimane derivatives, stachybotrysin (1) and stachybotrylactone B (2), were isolated from the cultures of the marine-derived fungus Stachybotrys sp. KCB13F013. The structures were determined by analyzing the spectroscopic data (1D and 2D NMR and MS) and chemical transformation, including the modified Mosher's method and single-crystal X-ray structure analysis. Compound 1 exhibited an inhibitory effect on osteoclast differentiation in bone marrow macrophage cells via suppressing the RANKL-induced activation of p-ERK, p-JNK, p-p38, c-Fos, and NFATc1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bone Marrow Cells / drug effects
  • Cell Differentiation / drug effects
  • Coculture Techniques
  • Down-Regulation / drug effects
  • Macrophages / drug effects
  • Marine Biology
  • Mice
  • Molecular Structure
  • NF-kappa B / antagonists & inhibitors
  • Osteoblasts / drug effects
  • Osteoclasts / drug effects*
  • Proto-Oncogene Proteins c-fos / genetics
  • RANK Ligand / pharmacology
  • Signal Transduction / drug effects
  • Stachybotrys / chemistry*

Substances

  • NF-kappa B
  • Proto-Oncogene Proteins c-fos
  • RANK Ligand
  • TNFSF11 protein, human