Bioassay-guided isolation and identification of desacetylmicrocolin B from Lyngbya cf. polychroa

Planta Med. 2009 Oct;75(13):1427-30. doi: 10.1055/s-0029-1185675. Epub 2009 May 8.

Abstract

Bioassay-guided fractionation of a non-polar extract of Lyngbya cf. polychroa resulted in the isolation of the cytotoxic desacetylmicrocolin B (1) as well as the known compounds microcolins A (2) and B (3). Compound 1 was found to inhibit the growth of HT-29 colorectal adenocarcinoma and IMR-32 neuroblastoma cells with half maximal inhibitory concentration (IC(50)) values of 14 nM for both cancer cell types. Microcolins A and B were found to have little activity against two strains of the marine fungus Dendryphiella salina with LD(50) values above 200 microg/mL. Compounds 1, 2, and 3 were obtained by reverse-phase chromatography and their structures were determined by NMR and MS. In this paper we report the isolation, identification, and biological activity of 1.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Adenocarcinoma / drug therapy
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use*
  • Biological Assay
  • Cell Line, Tumor
  • Colonic Neoplasms / drug therapy
  • Cyanobacteria / chemistry*
  • Fungi / drug effects
  • Humans
  • Inhibitory Concentration 50
  • Lyngbya Toxins / isolation & purification
  • Lyngbya Toxins / pharmacology
  • Lyngbya Toxins / therapeutic use*
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Neuroblastoma / drug therapy
  • Oligopeptides / isolation & purification
  • Oligopeptides / pharmacology
  • Oligopeptides / therapeutic use*
  • Pyrrolidines / isolation & purification
  • Pyrrolidines / pharmacology
  • Pyrrolidines / therapeutic use*
  • Rectal Neoplasms / drug therapy

Substances

  • Antineoplastic Agents, Phytogenic
  • Lyngbya Toxins
  • Oligopeptides
  • Pyrrolidines
  • desacetylmicrocolin B