Suberitine A-D, four new cytotoxic dimeric aaptamine alkaloids from the marine sponge Aaptos suberitoides

Org Lett. 2012 Apr 20;14(8):1994-7. doi: 10.1021/ol3004589. Epub 2012 Apr 3.

Abstract

Suberitine A-D (1-4), four new bis-aaptamine alkaloids with two aaptamine skeleton units, 8,9,9-trimethoxy-9H-benzo[de][1,6]-naphthyridine and demethyl(oxy)-aaptamine, linked through a rare C-3-C-3' or C-3-C-6' σ-bond between the 1,6-naphthyridine rings, together with two known monomers 5 and 6, were isolated from the marine sponge Aaptos suberitoides. Their structures were elucidated using NMR spectroscopy. Compounds 2 and 4 showed potent cytotoxicity against P388 cell lines, with IC(50) values of 1.8 and 3.5 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Drug Screening Assays, Antitumor
  • Leukemia P388
  • Marine Biology
  • Mice
  • Molecular Structure
  • Naphthyridines / chemistry
  • Naphthyridines / isolation & purification*
  • Naphthyridines / pharmacology*
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*

Substances

  • Alkaloids
  • Antineoplastic Agents
  • Naphthyridines
  • suberitine A
  • aaptamine