Lasiocarpine

Synonyms

(-)-Lasiocarpine; (7alpha-Angelyloxy-5,6,7,8alpha-tetrahydro-3H-pyrrolizin-1-yl)methyl-2,3-dihydroxy-2-(1'-methoxyethyl)-3-methylbutyrate; 2,3,5,7alpha-Tetrahydro-1-hydroxy-1H-pyrrolizine-7-methanol-1-angelate-7-(2,3-dihydroxy-2(1-methoxyethyl))-3-methyl-butyrate; 2-Butenoic acid, 2-methyl-, 7-((2,3-dihydroxy-2-(1-methoxyethyl)-3-methyl-1-oxobutoxy)methyl)-2,3,5,7a-tetrahydro-1H-pyrrolizin-1-yl ester, (1S-(1alpha(Z),7(2S*,3R*),7aalpha))-; 7-Angelyleuropine; Europine 7-angelate; Heliotridine ester with lasiocarpum and angelic acid; [ChemIDplus] UN1544

Category

Plant Toxins

Description

Colorless solid; [Merck Index]

Sources/Uses

Hepatotoxic pyrrolizidine alkaloid found in Heliotropium lasiocarpum; [Merck Index] Also found in other plants of the Boraginaceae family; A known liver carcinogen with antimitotic activity used for research; [HSDB] More than 350 pyrrolizidine alkaloids (PAs) in over 6000 plants have been identified. They are probably the most common cause of plant poisoning in the world and affect livestock, wildlife, and humans. They are found in the Boraginaceae, Compositae, and Leguminosae families and are commonly encountered in the following plants: fiddle neck, tarweed, rattle box, blue weed, giant hog weed, heliotrope, groundsels, Senecio, and comfrey. [Haddad, p. 494] Liver disease from "bush tea" derived from the Crotalaria plant is endemic in Jamaica. Cereal contaminated with PA seeds (Heliotropium and Crotalaria) have caused epidemics in Afghanistan and India. Herbal remedies that have caused liver disease include Senecio and comfrey. [Goldfrank, p. 647]

Comments

Emergency treatment: "Plants- pyrrolizidine alkaloids"; Pyrrolizidine alkaloids (PAs) cause veno-occlusive liver disease. Diagnosis is difficult because symptoms may be delayed for days or weeks. After drinking herbal tea or eating plants contaminated with seeds of PA plants, symptoms may include vomiting, abdominal pain, hepatomegaly, and later cirrhosis and ascites. Jaundice may be present. Children may appear to have Reye's syndrome. [HSDB] Teas containing PAs include coltsfoot, comfrey, gordolobo, groundsel, mate, tansy ragwort, and T'u-san-chi. The teas may be prescribed as herbal remedies for anxiety or amenorrhea. The alkaloid is concentrated in the root of the plants. As little as 85 mg may be toxic. [Haddad, p. 1082]

Biomedical References

5.58E-11 mm Hg

Explanatory Notes

The Guide in the Emergency Response Guidebook is for "Alkaloids, solid, n.o.s. (poisonous)."

Hepatoxic (a) from occupational exposure (secondary effect) or (b) in animal studies or in humans after ingestion

Possible (2b)

Other Information

No other related information on this agent was found.