Abstract
Fusarium sporotrichioides and Gibberella saubinetti O-demethylate 3,9-dimethoxypterocarpan to 3-methoxy-9-hydroxypterocarpan and then 3,9-dihydroxypterocarpan. F. anguioides Sherb., F. avenaceum and F. graminearum convert the same substrate to a mixture of 3-methoxy-9-hydroxypterocarpan and 3-hydroxy-9-methoxypterocarpan. Induction of pterocarpan degradation by pisatin in F. avenaceum leads to preferential conversion of 3,9-dimethoxypterocarpan to 3-hydroxy-9-methoxypterocarpan (medicarpin) and the isoflavan vestitol. The data are discussed with respect to phytoalexin degradation by phytopathogenic Fusarium fungi.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Barz W, Schlepphorst R, Laimer J (1976) Über den Abbau von Polyphenolen durch Pilze der Gattung Fusarium. Phytochemistry 15:87–90
Barz W, Willeke U, Weltring K-M (1981) Microbial degradation of phytoalexins and related compounds. Ann. Phytopathol 12:139–157
Dewick PM, Martin M (1979) Biosynthesis of pterocarpan and isoflavan phytoalexins in medicago sativa: The biochemical interconversion of pterocarpans and 2-hydroxyisoflavans. Phytochemistry 18:591–596
Fuchs A, DeVries W, Platero Sanz M (1980) The mechanism of pisatin degradation by Fusarium oxysporum f. sp. pisi. Physiol Plant Pathol 16:119–133
Lappe U, Barz W (1978) Degradation of pisatin by fungi of the genus Fusarium. Z. Naturforsch 33c:301–302
Mabry TJ, Markham KR, Thomas MB (1970) The systematic identification of flavonoids. Springer, Berlin Heidelberg New York
Pelter A, Amenechi PJ (1969) Isoflavonoid and pterocarpanoid extractives of Lonchocarpus laxiflorus. J Chem Soc (C) 887–896
VanEtten HD (1976) Antifungal activity of pterocarpans and other selected isoflavonoids. Phytochemistry 15:655–659
VanEtten, ED, Matthews PS, Tegtmeier KJ, Dietert MF, Stein JI (1980) The association of pisatin tolerance and demethylation with virulence on pea in Nectria haematococca. Physiol Plant Pathol 16:257–268
VanEtten, HD, Barz W (1981) Expression of pisatin demethylating ability in Nectria haematococca. Arch Microbiol 129:56–60
Weltring K-M (1980) Über den Abbau von Isoflavonoiden durch Pilze der Gattung Fusarium. Diplomarbeit, University of Münster
Weltring K-M, Barz W (1980) Degradation of 3,9-dimethoxypterocarpan and medicarpin by Fusarium proliferatum. Z Naturforsch 35c:399–405
Willeke U, Weltring K-M, Donelly DMX, Barz W (1980) Zum Abbau von Isoflavonen und Pterocarpanen durch Pilze der Gattung Fusarium. Hoppe-Seyler's Z Physiol Chem 361:279
Author information
Authors and Affiliations
Additional information
Dedicated to Prof. Dr. H. Holzer, Freiburg, at the occasion of his 60th birthday
Rights and permissions
About this article
Cite this article
Weltring, KM., Barz, W. & Dewick, P.M. Degradation of 3,9-dimethoxypterocarpan and medicarpin by Fusarium fungi . Arch. Microbiol. 130, 381–384 (1981). https://doi.org/10.1007/BF00414604
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00414604