This Article Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Similar articles in this journal Alert me to new issues of the journal Download to citation manager Reprints and Permissions Copyright Information Books from ASM Press MicrobeWorld Citing Articles Citing Articles via Google Scholar Google Scholar Articles by Yoshizawa, T. Articles by Morooka, N. Search for Related Content PubMed Articles by Yoshizawa, T. Articles by Morooka, N. Agricola Articles by Yoshizawa, T. Articles by Morooka, N.

 Previous Article  |  Next Article 

Appl Environ Microbiol. 1975 July; 30(1): 38-43
Copyright © 1975 American Society for Microbiology. All Rights Reserved.

Comparative Studies on Microbial and Chemical Modifications of Trichothecene Mycotoxins

Faculty of Agriculture, Kagawa University, Kagawa, Japan

ABSTRACT

The microbial modification of several trichothecene mycotoxins by trichothecene-producing strains of Fusarium nivale and F. solani was studied. These results were compared with the corresponding chemical modifications. The growing mycelia of Fusarium spp. did not convert 4ß-acetoxy-3,7,15-trihydroxy-12,13-epoxytrichothec-9-en-8-one (fusarenon) into 3,4ß,7,15-tetrahydroxy-12,13-epoxy-trichothec-9-en-8-one (nivalenol), whereas 3,4ß,7,15-tetraacetoxy-12,13-epoxytrichothec-9-en-8-one (tetraacetylnivalenol) was deacetylated to yield 3-hydroxy-4ß,7,15-triacetoxy-12,13-epoxytrichothec-9-en-8-one (4,7,15-triacetylnivalenol), which was resistant to further deacetylation. T-2 toxin was transformed into HT-2 toxin, and 8-(3-methylbutyryloxy)-3,4ß,-15-triacetoxy-12,13-epoxytrichothec-9-en-8-one (T-2 acetate) was transformed into HT-2 toxin via T-2 toxin. Chemical modification with ammonium hydroxide converted tetraacetylnivalenol into fusarenon via 4,7,15-triacetylnivalenol. 3,-7,15-Triacetoxy-12, 13-epoxytrichothec-9-en-8-one (triacetyldeoxynivalenol) gave deacetylation products lacking the C-7 or C-15 acetyl group in addition to 7,15 - diacetoxy - 3 - hydroxy - 12,13 - epoxytrichothec - 9 - en - 8 - one (7,15 - diacetyldeoxynivalenol). These results demonstrate the regio-selectivity in microbial modification of trichothecenes. Based on the results and available knowledge concerning the transformation of trichothecenes, mechanisms for biological modifications of these mycotoxins are postulated.