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  • The discovery of the karrikin class of plant growth regulators (PGRs) is a milestone accomplishment in plant biochemistry and physiology, with significant potential in agriculture and horticulture. These compounds have in common a fused furano-pyran ring system featuring various permutations of methyl substitution. Chief amongst these compounds is karrikinolide (KAR(1)), identified as the key germination stimulant present in plant-derived smoke, which together with five other closely-related structures (KAR(2)-KAR(6)) make up the karrikin class of PGRs. By contrast, the germination inhibitor 3,4,5-trimethyl-2(5H)-furanone has also been identified in plant-derived smoke. Various synthetic endeavours have been undertaken for structure-activity relationship study purposes as well as to probe the molecular mechanics of these compounds. In this study, syntheses of KAR(1), KAR(3) and S-KAR(1) were carried out and their structures verified by X-ray crystallography. Effects on germination were measured against the inhibitor 3,4,5-trimethyl-2(5H)-furanone in Grand Rapids lettuce seeds. X-ray crystallographic data and germination promotory activity for S-KAR(1), are described for the first time.
  • The discovery of the karrikin class of plant growth regulators (PGRs) is a milestone accomplishment in plant biochemistry and physiology, with significant potential in agriculture and horticulture. These compounds have in common a fused furano-pyran ring system featuring various permutations of methyl substitution. Chief amongst these compounds is karrikinolide (KAR(1)), identified as the key germination stimulant present in plant-derived smoke, which together with five other closely-related structures (KAR(2)-KAR(6)) make up the karrikin class of PGRs. By contrast, the germination inhibitor 3,4,5-trimethyl-2(5H)-furanone has also been identified in plant-derived smoke. Various synthetic endeavours have been undertaken for structure-activity relationship study purposes as well as to probe the molecular mechanics of these compounds. In this study, syntheses of KAR(1), KAR(3) and S-KAR(1) were carried out and their structures verified by X-ray crystallography. Effects on germination were measured against the inhibitor 3,4,5-trimethyl-2(5H)-furanone in Grand Rapids lettuce seeds. X-ray crystallographic data and germination promotory activity for S-KAR(1), are described for the first time. (en)
Title
  • Synthesis, X-ray structure determination and germination studies on some smoke-derived karrikins
  • Synthesis, X-ray structure determination and germination studies on some smoke-derived karrikins (en)
skos:prefLabel
  • Synthesis, X-ray structure determination and germination studies on some smoke-derived karrikins
  • Synthesis, X-ray structure determination and germination studies on some smoke-derived karrikins (en)
skos:notation
  • RIV/61388963:_____/14:00427917!RIV15-AV0-61388963
http://linked.open...avai/riv/aktivita
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  • I
http://linked.open...iv/cisloPeriodika
  • Mar
http://linked.open...vai/riv/dodaniDat
http://linked.open...aciTvurceVysledku
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  • 49067
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  • RIV/61388963:_____/14:00427917
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  • germination; karrikin; plant growth regulator; smoke; X-ray (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • ZA - Jihoafrická republika
http://linked.open...ontrolniKodProRIV
  • [4DF5CF4EABB3]
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  • South African Journal of Botany
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http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • 91
http://linked.open...iv/tvurceVysledku
  • Beier, Petr
  • van Staden, J.
  • Pošta, Martin
  • Nair, J. J.
  • Papenfus, H. B.
  • Munro, O. Q.
http://linked.open...ain/vavai/riv/wos
  • 000333720900010
issn
  • 0254-6299
number of pages
http://bibframe.org/vocab/doi
  • 10.1016/j.sajb.2013.12.003
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