Biosynthesis of the protoberberine alkaloid jatrorrhizine

  title={Biosynthesis of the protoberberine alkaloid jatrorrhizine},
  author={M. Rueffer and O. Ekundayo and N. Nagakura and M. Zenk},
  journal={Tetrahedron Letters},
Feeding experiments with distant single or doubly labelled precursors show that the methylene dioxy group of berberine is opened in the formation of jatrorrhizine. 
Unusual methyl transfer in the biosynthesis of aporphine and protoberberine alkaloids
Reticuline was triply-labelled with 13 C and administered to cell cultures of Peumus boldus and Berberis stolonifera and found to be sour. Expand
Enzymatic study of the late stages of protoberberine alkaloid biosynthesis
Abstract A specific methyltransferase which converts tetrahydrocolumbamine to tetrahydropalmatine, and oxidase activity which converts tetrahydroberberine, tetrahydrocolumbamine andExpand
Secondary Plant Substances: Benzylisoquinoline Alkaloids
Within the class of alkaloids, the isoquinoline alkaloids are of particular interest, due to their enormous potential chemical variations of the basic precursor molecules and on the other handExpand
Alkaloids of tissue cultures of Nandina domestica
From tissue cultures of Nandina domestica, 12 protoberberine alkaloids and magnoflorine were identified and compared with the alkaloid obtained from other tissue cultures from the chemotaxonomic point of view. Expand
Chapter 2 Protoberberine Alkaloids
Publisher Summary This chapter focuses on protoberberine alkaloids and C-NMR spectroscopy coupled with circular dichroism techniques (CD) that have been frequently employed for determination ofExpand
S-adenosyl-L-methionine: (S)-scoulerine 9-O-methyltransferase, a highly stereo- and regio-specific enzyme in tetrahydroprotoberberine biosynthesis
Suspension cultures of Berberis species are useful sources for the detection and isolation of a new enzyme which transfers the methyl group from S-adenosyl-L-methionine specifically to the 9-positionExpand
Enzymology of Benzylisoquinoline Alkaloid Formation
The largest group of naturally occurring alkaloids comprises compounds based on the tetrahydroisoquinoline nucleus. A multitude of structural types derived from this nucleus is found in the plantExpand
Quaternary protoberberine alkaloids.
This contribution reviews some general aspects of the quaternary iminium protoberberine alkaloids, a very extensive group of secondary metabolites with diverse structures, distribution in nature, and biological effects. Expand
Berberis Species: In Vitro Culture and the Production of Protoberberine and Other Alkaloids
The Berberidaceae family comprises 14–16 genera (Heywood 1978). The most representative genus, Berberis, includes over 100 species distributed in Europe, Siberia, China, Afghanistan, India, Nepal,Expand
CHAPTER 17 – Isoquinolines
The results show that callus tissues have sufficient biosynthetic ability and many results of plant chemistry can enhance the development of plant chemotaxonomy. Expand


Stereoselective enzymatic O-methylation of tetrahydropapaveroline and tetrahydroxyberbine alkaloids.
It is demonstrated that vicinal hydroxyl moieties of THP and THB are mono- O -methylated at either of the sites and that the magnitude of the positional isomer product ratio results from the optical isomeric orientation in which the substrate binds to the enzyme. Expand
Zur Rolle eines Reticulin-umwandelnden Enzyms (Berberin-Brücken-Enzym) im pflanzlichen Benzylisochinolin-Stoffwechsel1)1)Herrn Prof. Dr. Drs. h. c. Kurt Mothes zur Vollendung seines 75. Lebensjahres in dankbarer Verehrung gewidmet.
Summary Investigations on the role of the reticuline converting enzyme for the biosynthesis of tetrahydro-protoberberine (THPB) alkaloids gave the following results: 1. The enzyme activity in cellExpand
Tetrahedron Lett
  • Tetrahedron Lett
  • 1983
  • Naturwiss
  • 1981
Biochem.Pharmacol. Biochem.Physiol.Pflanzen
  • Biochem.Pharmacol. Biochem.Physiol.Pflanzen
  • 1975