Plant Physiol. Illumina
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Plant Physiology 68:358-363 (1981)
© 1981 American Society of Plant Biologists

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Articles

Host-Pathogen Interactions 1

XVIII. ISOLATION AND BIOLOGICAL ACTIVITY OF GLYCINOL, A PTEROCARPAN PHYTOALEXIN SYNTHESIZED BY SOYBEANS

Lawrence I. Weinstein, Michael G. Hahn2 and Peter Albersheim3

Department of Chemistry, University of Colorado, Boulder, Colorado 80309

A previously unrecognized phytoalexin has been isolated from soybean cotyledons that had been infected with bacteria or exposed to ultraviolet light. The phytoalexin has been purified to homogeneity by silica gel flash chromatography and high pressure liquid chromatography. It has been structurally characterized by its ultraviolet, circular dichroism and nuclear magnetic resonance spectra, polarimetry, and its mass spectrometric fragmentation pattern. The phytoalexin, (6aS,11aS)-3,6a,9-trihydroxypterocarpan, is a compound that had previously been detected in CuCl2-treated soybeans and is structurally related to the previously identified soybean phytoalexins glycerollins I to IV. It is proposed that the trivial name glycinol be used for this phytoalexin. Glycinol is a broad spectrum antibiotic capable of prolonging the lag phase of growth of all six bacteria examined, namely Erwinia carotovora, Pseudomonas glycinea (races 1 and 3), Escherichia coli, Xanthomonas phaseoli, and Bacillus subtilis. Glycinol also inhibits the growth of the fungi Phytophthora megasperma f. sp. glycinea (race 1), Saccharomyces cerevisiae, and Cladosporium cucumerinum. Glycinol is a static agent against the six bacterial species listed above and against S. cerevisiae, and appears to be static against the other fungi examined. As with other phytoalexins, there is no correlation between the pathogenicity of a microorganism and its sensitivity to glycinol.

2 Current address: University of Wisconsin-Madison, Department of Plant Pathology, 1630 Linden Drive, Madison, WI 53706.

3 To whom correspondence should be addressed.

1 Supported by the Department of Energy (Contract ->EY-76-S-02-1426) and The Rockefeller Foundation (RF 78035).






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Copyright © 1981 by the American Society of Plant Biologists