Isolation, chemical structure, acute toxicity, and some physicochemical properties of territrem B' from Aspergillus terreus

Appl Environ Microbiol. 1985 Mar;49(3):721-3. doi: 10.1128/aem.49.3.721-723.1985.

Abstract

We have isolated a metabolite of territrem, designated territrem B', from the chloroform extract of a rice culture of Aspergillus terreus 23-1 by using the same isolation procedure as that for territrems A, B, and C. The present isolation procedure gave about 10 mg of territrem B' from 4 kg of rice culture per batch. Analysis of the high-resolution mass spectrum showed that the molecular composition of territrem B' is C29H34O10 (found, 542.2167; required, 542.200). Some results of physicochemical and acute tests are presented in this paper. Single-crystal X-ray diffractometry of territrem B' indicated that the three-dimensional structure of territrem B' has not changed significantly from that of territrem B except for the insertion of one oxygen atom into territrem B to make an additional pyron ring in the E ring. The tremorgenic activity of territrem B' is greatly reduced as tested by intraperitoneal injection in mice.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aspergillus / analysis*
  • Chemical Phenomena
  • Chemistry
  • Mice
  • Molecular Conformation
  • Mycotoxins / isolation & purification*
  • Mycotoxins / toxicity
  • Pyrans / isolation & purification*
  • Pyrans / toxicity

Substances

  • Mycotoxins
  • Pyrans
  • territrem B