Biosynthesis of the coumarins. Tracer studies on coumarin formation in Hierochloe odorata and Melilotus officinalis.

  title={Biosynthesis of the coumarins. Tracer studies on coumarin formation in Hierochloe odorata and Melilotus officinalis.},
  author={S. A. Brown and G. H. Neil Towers and Daniel Wright},
  journal={Canadian journal of biochemistry and physiology},
Coumarin formation has been studied with C14 in the perennial grass, Hierochloe odorata, and in yellow sweet clover, Melilotus officinalis. In general the latter species yielded inconsistent data. In Hierochloe, o-coumaric, cinnamic, and shikimic acids and L-phenylalanine were the best of 10 compounds tested as coumarin precursors, the first two at least being incorporated with little randomization of C14. Acetate was more poorly utilized. It was concluded that the aromatic ring of coumarin… Expand
Translocation of Coumarin Across a Graft Union in Sweetclover 1
Data on the coumarin content of grafted sweetclover plants are presented and the significance of this information is discussed and the glycosides of o-hydroxycinnarnic acid, not molecular coumar in, are present in the intact plant. Expand
Chemistry and health effects of furanocoumarins in grapefruit.
It is suggested furanocoumarins may serve as bioactive components that contribute, at least in part, to the health benefits of grapefruit. Expand
Biochemistry of The Coumarins
The coumarins are a group of lactones derived from benzopyrone. Since the discovery by Vogel over a century and a half ago of the simplest member of the class, coumarin itself (1), inDipteryxExpand
The 2-hydroxylation of trans-cinnamic acid by chloroplasts from Melilotus alba Desr.
It was found that approximately 50% of the hydroxylase activity is bound to the lamellar membranes, from which it can be released by sonication. Expand
A 2-oxoglutarate-dependent dioxygenase from Ruta graveolens L. exhibits p-coumaroyl CoA 2'-hydroxylase activity (C2'H): a missing step in the synthesis of umbelliferone in plants.
Its bi-functionality was further confirmed in planta: transient expression of JF799117 in Nicotiana benthamiana yielded plants with leaves containing high levels of umbelliferone and scopoletin when compared to control plants, which contained barely detectable traces of these compounds. Expand
2-Oxoglutarate-dependent dioxygenases in the biosynthesis of simple coumarins
  • B. Shimizu
  • Chemistry, Medicine
  • Front. Plant Sci.
  • 2014
2-Oxoglutarate-dependent dioxygenases from plants convert cinnamate derivatives into simple coumarins through the process of ortho-hydroxylation, which describes the 2OGDs involved in coumarin biosynthesis and their substrate specificities. Expand
Identification and functional characterization of the first two aromatic prenyltransferases implicated in the biosynthesis of furanocoumarins and prenylated coumarins in two plant families: Rutaceae and Apiaceae
Furanocoumarins constitute one of the classes of secondary metabolites deriving from the phenylpropanoid biosynthetic pathway. These molecules are described as phytoalexins in plants but are alsoExpand
Biosynthesis of coumarins in plants: a major pathway still to be unravelled for cytochrome P450 enzymes
This review highlights the major steps of the coumarin pathway with emphasis on the cytochrome P450 enzymes involved, including Ortho-hydroxylation of hydroxycinnamic acids, and the outcomes of novel strategies developed to uncover cou marin-committed CYPs. Expand
Studies on the identity of bound coumarin in sweet clover.
  • T. Kosuge
  • Chemistry, Medicine
  • Archives of biochemistry and biophysics
  • 1961
Abstract Experiments are described which demonstrate that certain fluorometric methods of analysis measure both the β-glucoside of o -coumaric acid and the β-glucoside of coumarinic acid as boundExpand
Bioactive Umbelliferone and its derivatives : An update
Umbelliferone (UMB) is 7-hydroxycoumarin which is a natural constituent of the coumarins family which synthesized and is regarded as the basis of a synthetic procedure (synthon) for a wider varietyExpand


Shikimic Acid as a Precursor in Lignin Biosynthesis
This work has investigated the possibility of the existence of a similar biosynthetic pathway in higher plants during current studies on the origin of lignin, one of the principal aromatic plant constituents. Expand
The metabolism of aromatic compounds in higher plants. I. Coumarin and o-coumaric acid.
The identification of coumarins and related compounds by filter-paper chromatography.
  • T. Swain
  • Chemistry, Medicine
  • The Biochemical journal
  • 1953
Pyridinium analogs of the pressor amines; the guaiacol series.