Cytotoxic aaptamines from Malaysian Aaptos aaptos

Mar Drugs. 2009;7(1):1-8. doi: 10.3390/md7010001. Epub 2008 Dec 28.

Abstract

In a preliminary screen, Aaptos aaptos showed significant cytotoxic activity towards a panel of cell lines and was thus subjected to bioassay-guided isolation of the bioactive constituents. In addition to the known aaptamine, two new derivatives of the alkaloid were isolated from the bioactive chloroform fraction of the crude methanolic extract. Detailed analysis by NMR and mass spectroscopy enabled their identification to be 3-(phenethylamino)demethyl(oxy)aaptamine and 3-(isopentylamino)demethyl(oxy) aaptamine. The cytotoxic activities of the three alkaloids were further evaluated against CEM-SS cells.

Keywords: Aaptos aaptos; Marine sponge; aaptaminoids; alkaloids; cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Animals
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Magnetic Resonance Spectroscopy
  • Malaysia
  • Mass Spectrometry
  • Naphthyridines / isolation & purification*
  • Naphthyridines / pharmacology
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Porifera / chemistry*

Substances

  • 3-(isopentylamino)demethyl(oxy)aaptamine
  • 3-(phenethylamino)demethyl(oxy)aaptamine
  • Alkaloids
  • Antineoplastic Agents, Phytogenic
  • Naphthyridines
  • Plant Extracts
  • aaptamine