Pyrrolizidine

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A specific chemical configuration which is common to a number of naturally occurring compounds called the pyrrolizidine alkaloids. Common plant sources are in the genera Crotalaria, Echium, Heliotropium, Senecio.

  • p. alkaloidosis — the disease caused by poisoning with pyrrolizidine alkaloids. The hepatic lesion tends to be chronic and is characterized by necrosis, megalocytosis of hepatocytes due to inhibition of mitosis, biliary ductule, proliferation, vasculitis and perivenous fibrosis. Lesions are most severe in the liver and result in the syndrome of jaundice, photosensitization and hepatic encephalopathy. Some alkaloids cause lung damage characterized by edema, fibrosis, alveolar epithelialization and emphysema, e.g. jaagsiekte. Megalocytosis also occurs in the kidney and there may be extensive nephrosis. There may also be ulceration of the mucosa of the esophagus, stomach and intestines and carcinogenesis is a feature in some animals. An incidental pathogenesis is a concurrent chronic copper poisoning causing the disease toxemic jaundice.
  • p. alkaloids — toxic alkaloids, esters of retronecine, heliotridine, including senecionine, jacobine, monocrotaline, spectabiline, heliotrine and lasiocarpine. All cause pyrrolizidine alkaloidosis (see above). Common plant sources are in the genera crotalaria, echium, heliotropium, senecio.
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Pyrrolizidine
Identifiers
CAS number 643-20-9 N
PubChem 12558
ChemSpider 12039 YesY
Jmol-3D images Image 1
Properties
Molecular formula C7H13N
Molar mass 111.18 g/mol
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Pyrrolizidine is a heterocyclic organic compound that forms the central chemical structure of a variety of alkaloids known collectively as pyrrolizidine alkaloids.[1]

It is a hepatotoxin

References




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