Format

Send to

Choose Destination
Bioorg Med Chem. 2002 Oct;10(10):3307-12.

Probing the phytopathogenic stem rot fungus with phytoalexins and analogues: unprecedented glucosylation of camalexin and 6-methoxycamalexin.

Author information

1
Department of Chemistry, University of Saskatchewan, 110 Science Place, SK, Saskatoon, Canada. soledade.pedras@usask.ca

Abstract

The remarkable metabolism of the cruciferous phytoalexins camalexin and 6-methoxycamalexin by the stem rot phytopathogen Sclerotinia sclerotiorum is reported. The biotransformations yielded camalexins glucosylated at N-1 or C-6 of the indole ring, with substantially lower antifungal activity than camalexins. A camalexin analogue with the positions N-1 and C-6 blocked was metabolized but at a much slower rate than the natural phytoalexins. The chemistry involved in the metabolism of natural camalexins and two new analogues, as well as their novel metabolites and respective antifungal activities is described.

PMID:
12150877
DOI:
10.1016/s0968-0896(02)00208-0
[Indexed for MEDLINE]

Supplemental Content

Full text links

Icon for Elsevier Science
Loading ...
Support Center