Imidazole alkaloids

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Imidazole , the basic structure of the imidazole alkaloids

Imidazole alkaloids are a group of alkaloids whose basic structure contains the imidazole ring system .

Occurrence

Seedlings of garden cress
Dermasterias imbricata

In nature they occur both as secondary plant substances and in marine organisms as a by-product of the histidine metabolism . A well-known imidazole alkaloid is the pilocarpine found in Paraguay Jaborandi leaves .

Various monomeric imidazole alkaloids such as semilepidinoside A and semilepidinoside B as well as dimeric forms such as lepidines B, C, D, E and F can be isolated from the seeds of the garden cress ( Lepidium sativum ) . Various imidazole alkaloids such as 2-deoxy-2-aminokealiquinone and Naamin C could be detected in the sponge Leucetta chagosensis . Imbricatin was isolated from the starfish Dermasterias imbricata , while martensin A was isolated from the red alga Martensia fragilis . The sea sponge Pseudaxinyssa contains odilin.

Representative

A well-known imidazole alkaloid is pilocarpine . Other representatives include a. Cynodine , Cynometrine and Odiline .

  • (+) - pilocarpine

  • Cynodine

  • Cynometrine

  • Odilin

Web pages

  • Imidazole alkaloids . In: Lexicon of Biochemistry , at Spektrum.de. Retrieved September 29, 2019.

Individual evidence

  1. ↑ a b c Entry on imidazole alkaloids. In: Römpp Online . Georg Thieme Verlag, accessed on May 27, 2020.
  2. ↑ Ulrich H. Maier, Heidrun Gundlach, Meinhart H. Zenk: Seven imidazole alkaloids from Lepidium sativum. In: Phytochemistry. 49, 1998, pp. 1791-1795, doi : 10.1016 / S0031-9422 (98) 00275-1 .
  3. ↑ Xiong Fu, John R. Barnes, Trang Do, Francis J. Schmitz: New Imidazole Alkaloids from the Sponge Leucetta chagosensis. In: Journal of Natural Products. 60, 1997, pp. 497-498, doi : 10.1021 / np960694i .