Klysimplexins I-T, eunicellin-based diterpenoids from the cultured soft coral Klyxum simplex

Org Biomol Chem. 2011 Feb 7;9(3):834-44. doi: 10.1039/c0ob00351d. Epub 2010 Nov 25.

Abstract

New eunicellin-base diterpenoids, klysimplexins I-T (1-12), were isolated from a cultured soft coral Klyxum simplex. Their structures were elucidated by spectroscopic methods, particularly in 1D and 2D NMR experiments. The absolute stereochemistry of 4 was determined by Mosher's method. Compounds 9 and 12 have been shown to exhibit cytotoxicity toward a limited panel of cancer cell lines. Compounds 2-6, 10 and 11 were found to display significant in vitro anti-inflammatory activity in LPS-stimulated RAW264.7 macrophage cells by inhibiting the expression of the iNOS protein. Compounds 10 and 11 also could effectively reduce the level of COX-2 protein.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Cell Line
  • Cyclooxygenase 2 / metabolism
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Macrophages / drug effects
  • Macrophages / enzymology
  • Mice
  • Models, Molecular
  • Nitric Oxide Synthase Type II / metabolism

Substances

  • Diterpenes
  • Nitric Oxide Synthase Type II
  • Nos2 protein, mouse
  • Ptgs2 protein, mouse
  • Cyclooxygenase 2