Pharacine, a natural p-cyclophane and other indole derivatives from Cytophaga sp. strain AM13.1

J Nat Prod. 2002 Nov;65(11):1660-3. doi: 10.1021/np020019a.

Abstract

From the ethyl acetate extract of the bacterial strain Cytophaga sp. AM13.1, among many known compounds, the new natural products 2,5-bis(3-indolylmethyl)pyrazine (2) and a highly symmetrical p-cyclophane named pharacine (5) were identified. In addition, tryptamine isovalerate (1) and p-hydroxyphenylacetamide (4), known as plant metabolites, were isolated and characterized from a microorganism for the first time. The new natural products showed no activity against three microalgae, the fungus Mucor miehei, the yeast Candida albicans, and the bacteria Staphylococcus aureus, Bacillussubtilis, Escherichia coli, and Streptomyces viridochromogenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacillus subtilis / drug effects
  • Benzene Derivatives / chemistry
  • Benzene Derivatives / isolation & purification*
  • Candida albicans / drug effects
  • Cytophaga / chemistry*
  • Escherichia coli / drug effects
  • Ethers, Cyclic / chemistry
  • Ethers, Cyclic / isolation & purification*
  • Eukaryota / drug effects
  • Fermentation
  • Germany
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Molecular Conformation
  • Molecular Structure
  • Mucor / drug effects
  • Nuclear Magnetic Resonance, Biomolecular
  • Pyrazines / chemistry
  • Pyrazines / isolation & purification
  • Staphylococcus aureus / drug effects
  • Streptomyces / drug effects

Substances

  • 2,5-bis(3-indolylmethyl)pyrazine
  • Benzene Derivatives
  • Ethers, Cyclic
  • Indoles
  • Pyrazines
  • pharacine