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Alkaloids Derived from Ornithine: Tropane Alkaloids

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Natural Products

Abstract

The tropane alkaloids are among the first ones detected in nature that have a wide application as various remedies. In this chapter, the tropane alkaloids are classified according to their subsequent biosynthetic pathway of formation. From this point of view, the alkaloids are described as derivatives of four main intermediates – tropinone, ecgoninone, 4-benzyltropanone, and pyronotropane. The derivatives of tropinone are the largest group of tropane alkaloids and are typical for family Solanaceae and Convolvulaceae. By the number of substituents in the tropane ring, they are divided into five subgroups: mono-, di-, and trisubstituted tropanes, epoxytropanes, and calystegines. Alkaloids derived from ecgoninone are mostly distributed in family Erythroxylaceae. 4-Benzyltropanes and pyronotropanes are small groups typical for family Proteaceae. Dimeric and trimeric tropane alkaloids found in families Solanaceae, Erythroxylaceae, and Convolvulaceae are also described.

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Abbreviations

TR I:

Tropinone reductase I

TR II:

Tropinone reductase II

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Authors and Affiliations

  1. Laboratory of Chemistry of Natural Compounds, Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, 9 Acad. G. Bonchev Str., 1113, Sofia, Bulgaria

    Prof. Stefan Philipov & Tsvetelina Doncheva

Authors
  1. Prof. Stefan Philipov
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  2. Tsvetelina Doncheva
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Corresponding author

Correspondence to Stefan Philipov .

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Editors and Affiliations

  1. Botany Department, M.L. Sukhadia University, Durga Nursery Road, Udaipur, 313001, Rajasthan, India

    Kishan Gopal Ramawat

  2. Institute of Vine and Wine Sciences, Biological-Active Plant Substances Study, University of Bordeaux, 210 Chemin de Leysotte CS 50008, Villenave d'Ornon, 33882, France

    Jean-Michel Mérillon

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Philipov, S., Doncheva, T. (2013). Alkaloids Derived from Ornithine: Tropane Alkaloids. In: Ramawat, K., Mérillon, JM. (eds) Natural Products. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-22144-6_8

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