Biotransformation of the fungal toxin fomannoxin by conifer cell cultures.
Biol Chem
; 378(8): 915-21, 1997 Aug.
Article
en En
| MEDLINE
| ID: mdl-9377489
ABSTRACT
Fomannoxin [(+/-)-5-Formyl-2-isopropenyl-2,3-dihydrobenzofurane] is a phytotoxic secondary metabolite, which is produced by the forest pathogenic basidiomycete Heterobasidion annosum during the infection process. Fomannoxin shows growth-inhibiting effects on callus and suspension cultures of conifer cells. By investigating the interaction of the phytotoxin with Pinus sylvestris cells a detoxification of fomannoxin was detected, presumably as a defense reaction of the plant cells. Undifferentiated green cell lines of Pinus sylvestris were used as target cells. To provide rac-fomannoxin as a substrate a simple method for the chemical synthesis was developed. It was found that the aromatic aldehyde group is reduced by the plant cells producing the non-toxic fomannoxin alcohol which was isolated and identified by spectroscopy. After longer incubation times, also fomannoxin acid-beta-glucoside could be isolated as another detoxification metabolite. For comparison this glucoside was also synthesized.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Benzofuranos
/
Cycadopsida
/
Antifúngicos
Idioma:
En
Revista:
Biol Chem
Asunto de la revista:
BIOQUIMICA
Año:
1997
Tipo del documento:
Article
País de afiliación:
Alemania