Tropane alkaloid

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Chemical structure of tropane which forms the core of tropane alkaloids

Tropane alkaloids are a class of bicyclic [3.2.1] alkaloids and secondary metabolites that contain a tropane ring in their chemical structure.[1] Tropane alkaloids occur naturally in many members of the plant family Solanaceae. Some tropane alkaloids have pharmacological properties and can act as anticholinergics or stimulants.

Anticholinergics[edit]

Anticholinergic drugs[2] and deliriants:

All three acetylcholine-inhibiting chemicals can also be found in the leaves, stems, and flowers in varying, unknown amounts in Brugmansia (angel trumpets), a relative of Datura. The same is also true of many other plants belonging to subfamily Solanoideae of the Solanaceae, the alkaloids being concentrated particularly in the leaves and seeds. However, the concentration of alkaloids can vary greatly, even from leaf to leaf and seed to seed.[3][4]

Stimulants[edit]

Stimulants and cocaine-related alkaloids:

Others[edit]

Non-natural tropanes[edit]

There exist some synthetic analogs of tropane alkaloids, see

They are not considered to be alkaloids per definition.

See also[edit]

References[edit]

  1. ^ O’Hagan, David (2000). "Pyrrole, pyrrolidine, pyridine, piperidine and tropane alkaloids (1998 to 1999)". Natural Product Reports. 17 (5): 435–446. doi:10.1039/a707613d.
  2. ^ Grynkiewicz, G; Gadzikowska, M. "Tropane alkaloids as medicinally useful natural products and their synthetic derivatives as new drugs". Pharmacological reports : PR. 60 (4): 439–63. PMID 18799813.
  3. ^ The Biology and Taxonomy of the Solanaceae edited by Hawkes, J.G., Lester, R.N. and Skelding, A.D. (Linnean Society Symposium Series Number 7) Published for the Linnean Society of London by Academic Press 1979 ISBN 0-12-333150-1
  4. ^ Eich, Prof. Dr. Eckhart, 2008, Solanaceae and Convolvulaceae : Secondary Metabolites - Biosynthesis, Chemotaxonomy, Biological and Economic Significance (A Handbook) pub. Springer-Verlag Berlin Heidelberg, ISBN 978-3-540-74541-9.