Abstract
A short and efficient approach to a range of new chiral and achiral functionalized (E)-enaminopyran-2,4-diones starting with commercially available dehydroacetic acid is described. The phytotoxic properties of these (E)-enaminopyran-2,4-diones were evaluated by their ability to interfere with the growth of Sorghum bicolor and Cucumis sativus seedlings. A different sensitivity of the two crops was evident with the (E)-enaminopyran-2,4-diones. The most active compounds were also tested against two weeds, Ipomoea grandifolia and Brachiaria decumbens. To the best of our knowledge, this is the first report describing enaminopyran-2,4-diones as potential plant growth regulators.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Brachiaria / drug effects
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Cucumis sativus / drug effects
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Cucumis sativus / growth & development
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Herbicides / chemical synthesis*
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Herbicides / pharmacology*
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Ipomoea / drug effects
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Plant Growth Regulators / chemical synthesis*
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Plant Growth Regulators / pharmacology
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Pyrans / chemical synthesis*
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Pyrans / chemistry
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Pyrans / pharmacology
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Pyrones / chemical synthesis
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Pyrones / chemistry
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Pyrones / pharmacology
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Seedlings / drug effects
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Seedlings / growth & development
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Sorghum / drug effects
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Sorghum / growth & development
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Structure-Activity Relationship
Substances
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3-(1-(sec-butylamino)ethylidene)-6-methyl-3H-pyran-2,4-dione
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Herbicides
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Plant Growth Regulators
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Pyrans
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Pyrones
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dehydroacetic acid