Rubrobramide, a cytotoxic and phytotoxic metabolite from Cladobotyrum rubrobrunnescens

J Nat Prod. 1998 Apr;61(4):501-2. doi: 10.1021/np9704967.

Abstract

Cladobotrin (1) and rubrobramide (2) were isolated from the culture filtrate of Cladobotryum rubrobrunnescens, a mycophilic deuteriomycete. Rubrobramide (2), possessing a unique oxidized tricyclic system, is a new compound structurally related to flavipucine (3), which also is produced by the fungus. The structure of 2 was determined by spectroscopic methods. Cladobotrin (1) exhibited weak nematicidal activity toward Meldogyne incognita, while 2 showed weak cytotoxic and phytotoxic activities.

MeSH terms

  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology
  • Antibiotics, Antineoplastic / isolation & purification*
  • Antibiotics, Antineoplastic / pharmacology
  • Antinematodal Agents / isolation & purification
  • Antinematodal Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • Ethers, Cyclic / isolation & purification*
  • Ethers, Cyclic / pharmacology
  • Ethers, Cyclic / toxicity
  • Herbicides / isolation & purification*
  • Herbicides / toxicity
  • Humans
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Mitosporic Fungi / chemistry*
  • Molecular Conformation
  • Tumor Cells, Cultured

Substances

  • Anti-Infective Agents
  • Antibiotics, Antineoplastic
  • Antinematodal Agents
  • Ethers, Cyclic
  • Herbicides
  • rubrobramide