Fibrosterol sulfates from the Philippine sponge Lissodendoryx (Acanthodoryx) fibrosa: sterol dimers that inhibit PKCzeta

J Org Chem. 2009 Aug 21;74(16):5902-8. doi: 10.1021/jo900844r.

Abstract

Three new sulfated sterol dimers, fibrosterol sulfates A-C (1-3), have been isolated from the sponge Lissodendoryx (Acanthodoryx) fibrosa, collected in the Philippines. The structures were assigned on the basis of extensive 1D and 2D NMR studies as well as analysis by HRESIMS. Compounds 1 and 2 inhibited PKCzeta with IC(50) values of 16.4 and 5.6 microM, respectively.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Complex Mixtures / chemistry
  • Dimerization*
  • Drug Evaluation, Preclinical
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Methanol / chemistry
  • Porifera / chemistry*
  • Protein Kinase C / antagonists & inhibitors*
  • Protein Kinase Inhibitors / chemistry
  • Protein Kinase Inhibitors / isolation & purification
  • Protein Kinase Inhibitors / pharmacology
  • Sterols / chemistry*
  • Sterols / isolation & purification
  • Sterols / pharmacology*
  • Sulfates / chemistry*

Substances

  • Complex Mixtures
  • Protein Kinase Inhibitors
  • Sterols
  • Sulfates
  • protein kinase C zeta
  • Protein Kinase C
  • Methanol