Skip to main content
Applied Microbiology logoLink to Applied Microbiology
. 1975 Jul;30(1):26–28. doi: 10.1128/am.30.1.26-28.1975

Emodin, a Toxic Metabolite of Aspergillus wentii Isolated from Weevil-Damaged Chestnuts

John M Wells *, Richard J Cole *, Jerry W Kirksey *
PMCID: PMC187107  PMID: 1147616

Abstract

A diarrheagenic toxin from culture extracts of Aspergillus wentii Wehmer isolated from weevil-damaged Chinese chestnuts was identified as emodin (2-methyl-4,5,7-trihydroxyanthraquinone). The orange-red, crystalline toxin (mp 255 to 257 C) showed ultraviolet absorption maxima in ethyl alcohol at 223, 250, 267, 290, and 442 nm, and infrared absorption maxima at 3,400 cm-1 (OH), 1,635, and 1,625 cm-1. Chemical shifts and coupling constants of the proton magnetic resonance spectra of the A. wentii toxin and of authentic emodin agreed. Mean lethal dose of emodin orally administered to 1 day old DeKalb cockerels was 3.7 mg/kg.

Full text

PDF

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. AGOSTI G., BIRKINSHAW J. H., CHAPLEN P. Studies in the biochemistry of micro-organisms. 112. Anthraquinone pigments of strains of Cladosporium fulvum Cooke. Biochem J. 1962 Dec;85:528–530. doi: 10.1042/bj0850528. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. BIRKINSHAW J. H. Ultraviolet absorption spectra of some polyhydroxyanthraquinones. Biochem J. 1955 Mar;59(3):485–486. doi: 10.1042/bj0590485. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Birkinshaw J. H., Gourlay R. The structure of dermocybin. Biochem J. 1961 Aug;80(2):387–392. doi: 10.1042/bj0800387. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Cole R. J., Kirksey J. W., Cutler H. G., Davis E. E. Toxic effects of oosporein from Chaetomium trilaterale. J Agric Food Chem. 1974 May-Jun;22(3):517–520. doi: 10.1021/jf60193a049. [DOI] [PubMed] [Google Scholar]
  5. Kulik M. M., Holaday C. E. Aflatoxin: a metabolic product of several fungi. Mycopathol Mycol Appl. 1966 Nov 10;30(2):137–140. doi: 10.1007/BF02130360. [DOI] [PubMed] [Google Scholar]
  6. NATORI S., SATO F., UDAGAWA S. ANTHRAQUINONE METABOLITES OF TALAROMYCES AVELLANEUS (THOM ET TURRESON) C. R. BENJAMIN AND PREUSSIA MULTISPORA (SAITO ET MINOURA) CAIN. Chem Pharm Bull (Tokyo) 1965 Mar;13:385–386. doi: 10.1248/cpb.13.385. [DOI] [PubMed] [Google Scholar]
  7. SHIBATA S., SHOJI J., OHTA A., WATANABE M. Metabolic products of fungi. XI. Some observation on the occurrence of skyrin and rugulosin in mold metabolites, with a reference to structural relationship between penicilliopsin and skyrin. Pharm Bull. 1957 Aug;5(4):380–382. doi: 10.1248/cpb1953.5.380. [DOI] [PubMed] [Google Scholar]
  8. Schroeder H. W., Verrett M. J. Production of aflatoxin by Aspergillus wentii Wehmer. Can J Microbiol. 1969 Aug;15(8):895–898. doi: 10.1139/m69-159. [DOI] [PubMed] [Google Scholar]
  9. Semeniuk G., Harshfield G. S., Carlson C. W., Hesseltine C. W., Kwolek W. F. Mycotoxins in Aspergillus. Mycopathol Mycol Appl. 1971 Feb 19;43(2):137–152. doi: 10.1007/BF02051714. [DOI] [PubMed] [Google Scholar]
  10. Wu M. T., Ayres J. C., Koehler P. E., Chassis G. Toxic metabolite produced by Aspergillus wentii. Appl Microbiol. 1974 Feb;27(2):337–339. doi: 10.1128/am.27.2.337-339.1974. [DOI] [PMC free article] [PubMed] [Google Scholar]

Articles from Applied Microbiology are provided here courtesy of American Society for Microbiology (ASM)

RESOURCES