Additional cytotoxic pyridoacridine alkaloids from the ascidian Cystodytes violatinctus and biogenetic considerations

J Nat Prod. 2013 Sep 27;76(9):1801-5. doi: 10.1021/np400284z. Epub 2013 Aug 20.

Abstract

The extraction and purification of the bioactive extract of Cystodytes violatinctus (Solomon Islands) led to the isolation and identification of six pyridoacridine alkaloids. The structures of four new members of this family, shermilamine F (1), dehydrokuanoniamine F (2), and arnoamines C (3) and D (4), were elucidated on the basis of NMR and MS data and by comparison with data of known compounds isolated from this genus. A general hypothetical biogenetic pathway is then proposed for pyridoacridine alkaloids that contain a fused pyrrole ring. Comparison of the biological properties of the isolated alkaloids is also discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acridines / chemistry
  • Acridines / isolation & purification*
  • Acridines / pharmacology*
  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology*
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Drug Screening Assays, Antitumor
  • HCT116 Cells
  • Humans
  • Melanesia
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenanthrolines / chemistry
  • Phenanthrolines / isolation & purification*
  • Phenanthrolines / pharmacology*
  • Urochordata / chemistry*

Substances

  • Acridines
  • Alkaloids
  • Antineoplastic Agents
  • Phenanthrolines
  • pyridoacridine