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Phytochemistry Reviews

, Volume 10, Issue 1, pp 3–74 | Cite as

The evolution of pyrrolizidine alkaloid biosynthesis and diversity in the Senecioneae

  • Dorothee Langel
  • Dietrich OberEmail author
  • Pieter B. PelserEmail author
Article

Abstract

Pyrrolizidine alkaloids are characteristic secondary metabolites of the Asteraceae and some other plant families. They are especially numerous and diverse in the tribe Senecioneae and form a powerful defense mechanism against herbivores. Studies into the evolution of pyrrolizidine alkaloid biosynthesis using Senecio species have identified homospermidine synthase as the enzyme responsible for the synthesis of the first specific intermediate. These studies further indicated that the homospermidine synthase-encoding gene was recruited following gene duplication of deoxyhypusine synthase and that this occurred independently in several different angiosperm lineages. A review of published pyrrolizidine alkaloid data shows that the Senecioneae are characterized by a large qualitative and quantitative variation in pyrrolizidine alkaloid profiles and that these data demonstrate little phylogenetic signal. This suggests that although the first steps of this pathway are highly conserved, the diversification of secondarily derived pyrrolizidine alkaloids is extremely plastic.

Keywords

Chemotaxonomy Deoxyhypusine synthase Homospermidine synthase Secondary metabolism Structure diversification 

Abbreviations

cDNA

Complementary DNA

DHS

Deoxyhypusine synthase

E. coli

Escherichia coli

eIF5A

Eukaryotic initiation factor 5A

HSS

Homospermidine synthase

J.

Jacobaea

PA(s)

Pyrrolizidine alkaloid(s)

S.

Senecio

Notes

Acknowledgments

Parts of the work were supported by the Deutsche Forschungsgemeinschaft (DFG) in grants to D. Ober.

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© Springer Science+Business Media B.V. 2010

Authors and Affiliations

  1. 1.Biochemische Ökologie und Molekulare Evolution, Botanisches Institut und Botanischer GartenChristian-Albrechts-Universität zu KielKielGermany
  2. 2.School of Biological SciencesUniversity of CanterburyChristchurchNew Zealand

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