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Tropane alkaloid

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Obc poster project presentation 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. 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.

Contents

Tropane alkaloid tropane alkaloid biosynthesis

Anticholinergics

Anticholinergic drugs and deliriants:

Tropane alkaloid Pyrrolidine and Tropane Alkaloids Alkaloids from Plants

  • Atropine, racemic hyoscyamine, from the deadly nightshade (Atropa belladonna)
  • Hyoscyamine, the levo-isomer of atropine, from henbane (Hyoscyamus niger) and mandrake (Mandragora officinarum)
  • Scopolamine, from henbane and Datura species (Jimson weed)

    • Tropane alkaloid Tropane Alkaloids

    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.

    Stimulants

    Stimulants and cocaine-related alkaloids:

    Tropane alkaloid Tropane Alkaloids MASONACO Mass Spectrometry of Natural Compounds

  • Cocaine, from Erythroxylum coca
  • Ecgonine, a precursor and metabolite of cocaine
  • Benzoylecgonine, a metabolite of cocaine
  • Hydroxytropacocaine, from Erythroxylum coca
  • Methylecgonine cinnamate, from Erythroxylum coca

    • Others

  • Catuabines, found in catuaba, an infusion or dry extract made from Erythroxylum vacciniifolium
  • Scopine

    • Non-natural tropanes

    There exist some synthetic analogs of tropane alkaloids, see

  • Phenyltropanes

    • They are not considered to be alkaloids per definition.

    Tropane alkaloid Enhancing the production of tropane alkaloids in transgenic Anisodus

    Tropane alkaloid Tropane alkaloid Wikipedia

    References

    Tropane alkaloid Wikipedia
    (Text) CC BY-SA


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