Isolation of salsolinol, a tetrahydroisoquinoline alkaloid, from the marine sponge Xestospongia cf. vansoesti as a proteasome inhibitor

Chem Pharm Bull (Tokyo). 2011;59(2):287-90. doi: 10.1248/cpb.59.287.

Abstract

Salsolinol (1), a tetrahydroisoquinoline alkaloid, was isolated from the marine sponge Xestospongia cf. vansoesti collected in Indonesia as a proteasome inhibitor, along with three salsolinol derivatives, norsalsolinol (2), cis-4-hydroxysalsolinol (3), and trans-4-hydroxysalsolinol (4). Compounds 1 and 2 inhibited the chymotrypsin-like activity of the proteasome with IC(50) values of 50 and 32 µg/ml, respectively, but 3 and 4 showed no inhibitory effect even at 100 µg/ml.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Animals
  • HeLa Cells
  • Humans
  • Isoquinolines / chemistry
  • Isoquinolines / isolation & purification*
  • Isoquinolines / pharmacology
  • Proteasome Endopeptidase Complex / metabolism
  • Proteasome Inhibitors*
  • Tetrahydroisoquinolines / chemistry
  • Tetrahydroisoquinolines / isolation & purification*
  • Tetrahydroisoquinolines / pharmacology
  • Xestospongia / chemistry*

Substances

  • Alkaloids
  • Isoquinolines
  • Proteasome Inhibitors
  • Tetrahydroisoquinolines
  • salsolinol
  • Proteasome Endopeptidase Complex