Pibocin B, the first N-O-methylindole marine alkaloid, a metabolite from the Far-Eastern ascidian Eudistoma species

J Nat Prod. 2001 Dec;64(12):1559-61. doi: 10.1021/np010161w.

Abstract

Pibocin B (2), the first representative of marine alkaloids with a unique structural feature, an N-O-methylindole group, was isolated from the Far-Eastern ascidian Eudistoma sp. Its structure has been established as (8 beta)-2-bromo-N-O-methyl-6,8-dimethylergoline on the basis of NMR data, FAB and MALDI-TOF MS, and chemical correlations. Pibocin B showed moderate cytotoxic activity against mouse Ehrlich carcinoma cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Candida albicans / drug effects
  • Carcinoma, Ehrlich Tumor
  • Crystallography, X-Ray
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification*
  • Indole Alkaloids / pharmacology
  • Mice
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Russia
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Staphylococcus aureus / drug effects
  • Tumor Cells, Cultured / drug effects
  • Urochordata / chemistry*

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal Agents
  • Antineoplastic Agents
  • Indole Alkaloids
  • pibocin A
  • pibocin B