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Secondary Plant Substances

Some Tyrosine- and Phenylalanine-Derived Alkaloids
  • Horst-Robert Schütte
Part of the Progress in Botany/Fortschritte der Botanik book series (BOTANY, volume 43)

Abstract

Phenylalanine and tyrosine give rise to many secondary plant products. Phenylalanine is preferably converted to cinnamic acid, the parent substance of the large group of nonnitrogenous phenylpropanoids (Progr. Bot. 40, 126 ff.; 41, 93ff.; SCHÜTTE, 1981). Tyrosine and dopa lead preferably to the corresponding alkaloids. The usual pathway to the alkaloids starts with dopamine (I), the decarboxylation product of dopa, which can give the simple phenethylamines like mescaline (II) (PAUL, 1973; SMITH, 1977; BASMADJIAN et al., 1978) or which can react according to a Mannich reaction with carbonyl compounds to give tetrahydroisoquinolines (cf. LIEBISCH, 1969). Most important is the reaction of dopamine derivatives with phenylpyruvic acid derivatives yielding benzyltetrahydroisoquinolines and the different derived compounds. The principles of this pathway were established in the 1960’s (cf. SCHÜTTE, 1969; Herbert, 1979; FODOR, 1980). Here some recent results in this field should be discussed.

Keywords

Cinnamic Acid Oxidative Coupling Mannich Reaction Asymmetric Center Specific Precursor 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer-Verlag Berlin Heidelberg 1981

Authors and Affiliations

  • Horst-Robert Schütte
    • 1
  1. 1.Institut für Biochemie der Pflanzen des Forschungszentrums für Molekularbiologie und MedizinAkademie Wissenschaften der DDRWeinbergHalle (Saale)Germany

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