American Chemical Society
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Ribofuranosyl Triazolone:  A Natural Product Herbicide with Activity on Adenylosuccinate Synthetase Following Phosphorylation

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journal contribution
posted on 2000-05-03, 00:00 authored by Paul R. Schmitzer, Paul R. Graupner, Eleanor L. Chapin, Steven C. Fields, Jeff R. Gilbert, Jim A. Gray, Cathy L. Peacock, B. Clifford Gerwick
2,4-Dihydro-4-(β-d-ribofuranosyl)-1,2,4(3H)-triazol-3-one (2) was identified as the principal phytotoxic component of a fermentation broth derived from an Actinomadura. The compound is a new natural product, but known by synthesis. Broad-spectrum herbicidal activity was demonstrated in greenhouse tests. Metabolite reversal studies suggested the target site was adenylosuccinate synthetase, which was confirmed by direct measurement of the activity of the 5‘-phosphorylated derivative on the isolated enzyme.