Topsentinols, 24-isopropyl steroids from the marine sponge Topsentia sp

J Nat Prod. 2010 Sep 24;73(9):1597-600. doi: 10.1021/np100374b.

Abstract

Three isopropyl steroids, topsentinols K, L, and K trisulfate (1-3), were isolated from an undescribed species of Topsentia. The structures of the new compounds were determined by extensive 1D and 2D NMR experiments and mass spectrometry measurements. Topsentinol K trisulfate (3) inhibited the aspartic protease BACE1, although in a detergent-dependent manner suggestive of nonspecific aggregation.

Publication types

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

MeSH terms

  • Amyloid Precursor Protein Secretases / antagonists & inhibitors*
  • Animals
  • Aspartic Acid Endopeptidases / antagonists & inhibitors*
  • Humans
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology

Substances

  • Steroids
  • topsentinol K
  • topsentinol K trisulfate
  • topsentinol L
  • Amyloid Precursor Protein Secretases
  • Aspartic Acid Endopeptidases
  • BACE1 protein, human