Cicutoxin is a naturally-occurring poisonous chemical compound produced by several plants from the family Apiaceae including water hemlock (Cicuta species) and water dropwort (Oenanthe crocata). [1] The compound contains polyene , polyyne , and alcohol functional groups and is a structural isomer of oenanthotoxin , also found in water dropwort.

Cicutoxin (a C17-polyene), has been shown to be a potent blocker of potassium channels of T lymphocytes. A similar action on potassium channels of neurons could account for the central nervous system effects.

Cicutoxin is an unsaturated aliphatic alcohol which is postulated to exert toxicity by central cholinergic stimulation. Specifically, stimulation of both nicotinic and muscarinic receptors occur. A number of terpenoid NCAs of GABA receptors were isolated from plants.

Mechanisms of toxicity: The principal toxins, cicutoxin and oenanthotoxin, belong to a group of C17 conjugated polyacetylenes. They act as (noncompetitive) gamma-aminobutyric acid antagonists in the central nervous system (CNS), resulting in unabated neuronal depolarization that can lead to seizures.

Cicutoxin is a potent GABA antagonist that induces recurrent seizures and exerts cholinergic effects. Cicutoxin acts primarily on the brain and skeletal muscles. Cicutoxin can be isolated from Cicuta maculata (water hemlock) and Cicuta douglasii [1]. Room temperature in continental US; may vary elsewhere.

2009年3月1日 · Cicutoxin (Figure 1), a major toxic component of water hemlock (Cicuta virosa and Cicuta maculate), [1–3] belongs to the class of C 17-polyacetylenes bearing a long π-bond conjugation system. Cicutoxin is known to have lethal toxicity to the central nervous system, causing respiratory paralysis and death.

2016年10月12日 · The active toxic compound in water hemlock is cicutoxin. The hemlock water dropwort (Oenanthe crocata) belongs to the family Apiaceae (Umbelliferae), genus . It is native to Europe but has been introduced to some parts of the United States.

2000年11月16日 · Cicutoxin (1), being a major violent toxin of the plant, is a chemical in the class of C (17)-polyacetylenes bearing a long pi-bond conjugation system, a terminal hydroxyl, and an allylic hydroxyl in its structure, and a variety of its analogues have been isolated from the plant.

Development and applications of highly selective palladium-catalyzed monocoupling reactions of (cyclo)alkenes and 1,3-alkadienes bearing two or three electrophilic sites and bis (enol triflates) with terminal alkynes. Tetrahedron 2013, 69 (37) , 7869-7909. https://doi.org/10.1016/j.tet.2013.06.002.

Multiproxy analysis of permafrost preserved faeces provides an unprecedented insight into the diets and habitats of extinct and extant megafauna. Quaternary Science Reviews 2021, 267 , …