Isotopically labelled tropane alkaloids. The synthesis of (RS)-[3',3'-2H2]- and (RS)-[1'-13C, 3', 3'-2H2]-hyoscyamines for metabolism studies in plants.

Stephen Patterson, David O'Hagan

Research output: Contribution to journalArticlepeer-review

Abstract

A synthetic route to isotopically labelled forms of the tropane alkaloid hyoscyamine, including (RS)-[3',3',-H-2(2)]- (2a) and (RS)-[1'-C-13,3',3',-H-2(2)]- (2b) hyoscyamines, involving the reaction between phenylacetyl tropine and formaldehyde is described. The isotopically labelled products enable the metabolism of hyoscyamine to be studied in plants such as Datura stramonium. Copyright (C) 2002 John Wiley Sons, Ltd.

Original languageEnglish
Pages (from-to)191-198
Number of pages8
JournalJournal of Labelled Compounds and Radiopharmaceuticals
Volume45
DOIs
Publication statusPublished - 15 Mar 2002

Keywords

  • tropane alkaloids
  • tropic acid
  • hyoscyamine
  • Datura stramonium
  • biosynthesis
  • TROPIC ACID
  • DATURA-STRAMONIUM
  • STEREOCHEMICAL COURSE
  • BIOSYNTHESIS
  • REARRANGEMENT
  • HYOSCYAMINE
  • PHENYLLACTATE
  • PHENYLALANINE
  • LITTORINE

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