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Pyrrolizidine alkaloid information


Skeletal formula of retronecine, a pyrrolizidine alkaloid found in the common groundsel (Senecio vulgaris) and comfrey (Symphytum spp.)

Pyrrolizidine alkaloids (PAs), sometimes referred to as necine bases, are a group of naturally occurring alkaloids based on the structure of pyrrolizidine. Their use dates back centuries and is intertwined with the discovery, understanding, and eventual recognition of their toxicity on humans and animals.[1]

  1. ^ Moreira, Rute; Pereira, David M.; Valentão, Patrícia; Andrade, Paula B. (June 2018). "Pyrrolizidine Alkaloids: Chemistry, Pharmacology, Toxicology and Food Safety". International Journal of Molecular Sciences. 19 (6): 1668. doi:10.3390/ijms19061668. ISSN 1422-0067. PMC 6032134. PMID 29874826.

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Pyrrolizidine alkaloid

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Pyrrolizidine alkaloids (PAs), sometimes referred to as necine bases, are a group of naturally occurring alkaloids based on the structure of pyrrolizidine...

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Pyrrolizidine alkaloid sequestration

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Pyrrolizidine alkaloid sequestration by insects is a strategy to facilitate defense and mating. Various species of insects have been known to use molecular...

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Utetheisa ornatrix

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moth is able to detoxify PAs due to the possession of the gene pyrrolizidine-alkaloid-N-oxygenase. It has been experimentally shown that bella moth larvae...

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Pyrrolizidine

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the central chemical structure of a variety of alkaloids known collectively as pyrrolizidine alkaloids. It is one of five classes of iminosugars. These...

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Alkaloid

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organism that uses alkaloids for protection is the Utetheisa ornatrix, more commonly known as the ornate moth. Pyrrolizidine alkaloids render these larvae...

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Borage

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Mediterranean region. Although the plant contains small amounts of pyrrolizidine alkaloids, some parts are edible and its seeds provide oil. B. officinalis...

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Jacobaea vulgaris

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Vrieling, Klaas; Klinkhamer, Peter G. L. (April 2004). "Variation in pyrrolizidine alkaloid patterns of Senecio jacobaea". Phytochemistry. 65 (7): 865–873....

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Hepatotoxicity

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kava, though the causal mechanism is unknown, and comfrey, through pyrrolizidine alkaloid content) can also induce hepatotoxicity. Chemicals that cause liver...

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Tussilago

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has had uses in traditional medicine, but the discovery of toxic pyrrolizidine alkaloids in the plant has resulted in liver health concerns. Tussilago farfara...

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Echium vulgare

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plant is toxic to horses and cattle through the accumulation of pyrrolizidine alkaloids in the liver. It is a biennial or monocarpic perennial plant growing...

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Estigmene acrea

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Eupatorieae of the aster family. It is insensitive to alkaloids due to its pyrrolizidine alkaloid-specific taste receptors. It can detoxify them and even...

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Creatonotos gangis

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can cause extensive damage to the foliage of pomegranate trees. Pyrrolizidine alkaloid sequestration Don Herbison-Evans & Stella Crossley (January 2, 2010)...

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Retronecine

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Retronecine is a pyrrolizidine alkaloid found in a variety of plants in the genera Senecio and Crotalaria, and the family Boraginaceae. It is the most...

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Senecionine

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Senecionine is a toxic pyrrolizidine alkaloid isolated from various botanical sources. It takes its name from the Senecio genus and is produced by many...

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Pyrrolizidine alkaloidosis

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plants which contain the natural chemical compounds known as pyrrolizidine alkaloids. Pyrrolizidine alkaloidosis can result in damage to the liver, kidneys...

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Farfugium japonicum

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Ishiwata H., Yamada K. "Isolation of petasitenine, a carcinogenic pyrrolizidine alkaloid from Farfugium japonicum" Journal of Natural Products 1985 48:6...

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Symphytum officinale

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Comfrey is mildly toxic. Like most Boraginaceae, it contains pyrrolizidine alkaloids which are toxic compounds readily absorbed via the stomach or skin...

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Crotalaria

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is the presence of pyrrolizidine alkaloids, which are poisonous to birds and large mammals. The two kinds of pyrrolizidine alkaloids that are found in...

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Heliotropium

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species are weeds, and many are hepatotoxic if eaten due to abundant pyrrolizidine alkaloids. There have been cases of canine death due to over-ingestion of...

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Symphytum

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allantoin, mucilage, saponins, tannins, pyrrolizidine alkaloids, and inulin, among others. Pyrrolizidine alkaloids are responsible for comfrey's hepatotoxicity...

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Borage seed oil

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better than placebo when taken orally. Borage oil may contain the pyrrolizidine alkaloid amabiline, which is hepatotoxic leading to a risk of liver damage...

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Crassocephalum crepidioides

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Crassocephalum crepidioides contains the hepatotoxic and tumorigenic pyrrolizidine alkaloid, jacobine. However, in another study, it is shown that the antitumor...

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Hepatocellular carcinoma

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(hepatitis B or C) or exposure to toxins such as alcohol, aflatoxin, or pyrrolizidine alkaloids. Certain diseases, such as hemochromatosis and alpha 1-antitrypsin...

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Loline alkaloid

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are alkaloids, organic compounds containing basic nitrogen atoms. The basic chemical structure of the lolines comprises a saturated pyrrolizidine ring...

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Meglutol

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free in Crotalaria dura and C. globifera and is bound in dicrotaline (pyrrolizidine alkaloid). Crotalaria List of Crotalaria species Mevalonic acid v t e...

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Petasites hybridus

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dietary supplement. Concerns about the potential toxic effects of pyrrolizidine alkaloids in butterbur limit its use in human and animal studies. Butterbur...

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Crotalaria cunninghamii

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known to contain pyrrolizidine alkaloids, the most potent of which are monocrotaline, retrorsine and retronecine. Pyrrolizidine alkaloids are found in 3%...

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Anchusa officinalis

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consumption. Young leaves are also sometimes used in salads. However, the pyrrolizidine alkaloid lycopsamine has been found in the seeds and the upper parts of the...

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Petasites

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components called pyrrolizidine alkaloids if the preparations are not carefully and fully purified. The concentration of the toxic alkaloids is often highest...

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