title: Ribofuranosyl triazolone: a natural product herbicide with activity on adenylosuccinate synthetase following phosphorylation.
abstract: 2,4-Dihydro-4-(beta-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.
authors.affiliation: Dow AgroSciences, 9330 Zionsville Road, Indianapolis, Indiana 46268, USA.
authors.forename: P R
authors.initials: PR
authors.lastname: Schmitzer
authors.forename: P R
authors.initials: PR
authors.lastname: Graupner
authors.forename: E L
authors.initials: EL
authors.lastname: Chapin
authors.forename: S C
authors.initials: SC
authors.lastname: Fields
authors.forename: J R
authors.initials: JR
authors.lastname: Gilbert
authors.forename: J A
authors.initials: JA
authors.lastname: Gray
authors.forename: C L
authors.initials: CL
authors.lastname: Peacock
authors.forename: B C
authors.initials: BC
authors.lastname: Gerwick
mesh_terms: D000265:Adenylosuccinate Synthase / Q000037:antagonists & inhibitors*; D000818:Animals; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D006540:Herbicides / Q000494:pharmacology*; D006827:Hydantoins / Q000494:pharmacology; D010766:Phosphorylation; D011817:Rabbits; D012266:Ribose / Q000494:pharmacology*; D014230:Triazoles / Q000494:pharmacology*; D003313:Zea mays
chemical_list: D004791:Enzyme Inhibitors; D006540:Herbicides; D006827:Hydantoins; D014230:Triazoles; C068815:hydantocidin; D012266:Ribose; D000265:Adenylosuccinate Synthase