Specific Distribution of Pyrrolizidine Alkaloids in Floral Parts of Comfrey (Symphytum officinale) and its Implications for Flower Ecology

J Chem Ecol. 2019 Feb;45(2):128-135. doi: 10.1007/s10886-018-0990-9. Epub 2018 Jul 28.

Abstract

Pyrrolizidine alkaloids (PAs) are a typical class of plant secondary metabolites that are constitutively produced as part of the plant's chemical defense. While roots are a well-established site of pyrrolizidine alkaloid biosynthesis, comfrey plants (Symphytum officinale; Boraginaceae) have been shown to additionally activate alkaloid production in specialized leaves and accumulate PAs in flowers during a short developmental stage in inflorescence development. To gain a better understanding of the accumulation and role of PAs in comfrey flowers and fruits, we have dissected and analyzed their tissues for PA content and patterns. PAs are almost exclusively accumulated in the ovaries, while petals, sepals, and pollen hardly contain PAs. High levels of PAs are detectable in the fruit, but the elaiosome was shown to be PA free. The absence of 7-acetyllycopsamine in floral parts while present in leaves and roots suggests that the additional site of PA biosynthesis provides the pool of PAs for translocation to floral structures. Our data suggest that PA accumulation has to be understood as a highly dynamic system resulting from a combination of efficient transport and additional sites of synthesis that are only temporarily active. Our findings are further discussed in the context of the ecological roles of PAs in comfrey flowers.

Keywords: Alkaloid biosynthesis; Constitutive defense; Elaiosome; GC-MS; Plant secondary metabolism; Variability.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Comfrey / chemistry*
  • Comfrey / metabolism
  • Flowers / chemistry
  • Flowers / metabolism
  • Gas Chromatography-Mass Spectrometry
  • Mass Spectrometry
  • Plant Leaves / chemistry
  • Plant Leaves / metabolism
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • Pyrrolizidine Alkaloids / chemistry*
  • Pyrrolizidine Alkaloids / isolation & purification
  • Pyrrolizidine Alkaloids / metabolism
  • Solid Phase Extraction

Substances

  • Pyrrolizidine Alkaloids