Isolation of four new cyclic depsipeptides, antanapeptins A-D, and dolastatin 16 from a Madagascan collection of Lyngbya majuscula

J Nat Prod. 2002 Jan;65(1):21-4. doi: 10.1021/np010348n.

Abstract

Examination of a Lyngbya majuscula collection from Antany Mora, Madagascar, led to the isolation of dolastatin 16 (5), a promising antineoplastic metabolite first reported from the marine mollusc Dolabella auricularia. In addition, a new series of depsipeptides, antanapeptins A-D (1-4), were discovered. Their structures were deduced by 2D NMR and mass spectrometry and are analogous to the molluscan kulomo'opunalides and the recently reported cyanobacterial metabolites, georgamide and the yanucamides. The antanapeptins were evaluated in several biological assays; however, this series did not exhibit activity.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Artemia / drug effects
  • Candida albicans / drug effects
  • Chromatography, Thin Layer
  • Cyanobacteria / chemistry*
  • Drug Screening Assays, Antitumor
  • Escherichia coli / drug effects
  • Gas Chromatography-Mass Spectrometry
  • Madagascar
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mollusca / chemistry
  • Nuclear Magnetic Resonance, Biomolecular
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / isolation & purification*
  • Peptides, Cyclic / pharmacology
  • Pseudomonas aeruginosa / drug effects
  • Tumor Cells, Cultured / drug effects

Substances

  • Antineoplastic Agents
  • Peptides, Cyclic