Bulbocapnine is an

alkaloid Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...

found in ''

Corydalis ''Corydalis'' (from Greek ''korydalís'' "crested lark") is a genus of about 470 species of annual and perennial herbaceous plants in the family Papaveraceae, native to the temperate Northern Hemisphere and the high mountains of tropical eastern ...

'' (notably the European species C. cava) and ''

Dicentra ''Dicentra'' ( Greek ''dís'' "twice", ''kéntron'' "spur"), known as bleeding-hearts, is a genus of eight species of herbaceous plants with oddly shaped flowers and finely divided leaves, native to eastern Asia and North America. Description F ...

'', genera of the plant family

Fumariaceae Fumarioideae is a subfamily of the family Papaveraceae (the poppy family). It was formerly treated as a separate family, the Fumariaceae (the fumitory, fumewort or bleeding-heart family). It consists of about 575 species of herbaceous plants in 2 ...

which have caused (notably the American species ''

Corydalis caseana ''Corydalis'' (from Greek ''korydalís'' "crested lark") is a genus of about 470 species of annual and perennial herbaceous plants in the family Papaveraceae, native to the temperate Northern Hemisphere and the high mountains of tropical easte ...

'') the fatal poisoning of

sheep Sheep or domestic sheep (''Ovis aries'') are domesticated, ruminant mammals typically kept as livestock. Although the term ''sheep'' can apply to other species in the genus ''Ovis'', in everyday usage it almost always refers to domesticated s ...

and

cattle Cattle (''Bos taurus'') are large, domesticated, cloven-hooved, herbivores. They are a prominent modern member of the subfamily Bovinae and the most widespread species of the genus ''Bos''. Adult females are referred to as cows and adult mal ...

. It has been shown to act as an

acetylcholinesterase inhibitor Acetylcholinesterase inhibitors (AChEIs) also often called cholinesterase inhibitors, inhibit the enzyme acetylcholinesterase from breaking down the neurotransmitter acetylcholine into choline and acetate, thereby increasing both the level and ...

, and inhibits biosynthesis of

dopamine Dopamine (DA, a contraction of 3,4-dihydroxyphenethylamine) is a neuromodulatory molecule that plays several important roles in cells. It is an organic compound, organic chemical of the catecholamine and phenethylamine families. Dopamine const ...

via inhibition of the enzyme

tyrosine hydroxylase Tyrosine hydroxylase or tyrosine 3-monooxygenase is the enzyme responsible for catalyzing the conversion of the amino acid L-tyrosine to L-3,4-dihydroxyphenylalanine (L-DOPA). It does so using molecular oxygen (O2), as well as iron (Fe2+) and t ...

. Like

apomorphine Apomorphine, sold under the brand name Apokyn among others, is a type of aporphine having activity as a non- selective dopamine agonist which activates both D2-like and, to a much lesser extent, D1-like receptors. It also acts as an antag ...

, it is reported to be an inhibitor of

amyloid beta Amyloid beta (Aβ or Abeta) denotes peptides of 36–43 amino acids that are the main component of the amyloid plaques found in the brains of people with Alzheimer's disease. The peptides derive from the amyloid precursor protein (APP), which is ...

protein (Aβ) fiber formation, whose presence is a hallmark of

Alzheimer's disease Alzheimer's disease (AD) is a neurodegeneration, neurodegenerative disease that usually starts slowly and progressively worsens. It is the cause of 60–70% of cases of dementia. The most common early symptom is difficulty in short-term me ...

(AD). Bulbocapnine is thus a potential therapeutic under the amyloid hypothesis. According to the ''Dorlands Medical Dictionary'', it "inhibits the reflex and motor activities of striated muscle. It has been used in the treatment of muscular tremors and vestibular

nystagmus Nystagmus is a condition of involuntary (or voluntary, in some cases) eye movement. Infants can be born with it but more commonly acquire it in infancy or later in life. In many cases it may result in reduced or limited vision. Due to the invol ...

". A psychiatrist at

Tulane University Tulane University, officially the Tulane University of Louisiana, is a private university, private research university in New Orleans, Louisiana. Founded as the Medical College of Louisiana in 1834 by seven young medical doctors, it turned into ...

named

Robert Heath Sir Robert Heath (20 May 1575 – 30 August 1649) was an English judge and politician who sat in the House of Commons from 1621 to 1625. Early life Heath was the son of Robert Heath, attorney, and Anne Posyer. He was educated at Tunbridge ...

carried out experiments on prisoners at the

Louisiana State Penitentiary The Louisiana State Penitentiary (known as Angola, and nicknamed the "Alcatraz of the South", "The Angola Plantation" and "The Farm"Sutton, Keith "Catfish".Out There: Angola angling. ''ESPN Outdoors''. May 31, 2006. Retrieved on August 25, 2010. ...

using bulbocapnine to induce stupor. This work at Tulane inspired, and was continued parallel to, experiments carried out at the behest of the

Central Intelligence Agency The Central Intelligence Agency (CIA ), known informally as the Agency and historically as the Company, is a civilian foreign intelligence service of the federal government of the United States, officially tasked with gathering, processing, ...

. The bulbocapnine work Heath conducted for the government was one component of a large investigation into the potential of psychoactive compounds as aids to interrogation.

Effects

It can induce

catalepsy Catalepsy (from Ancient Greek , , "seizing, grasping") is a nervous condition characterized by muscular rigidity and fixity of posture regardless of external stimuli, as well as decreased sensitivity to pain. Signs and symptoms Symptoms inc ...

featuring the curious symptom of

waxy flexibility Waxy flexibility is a psychomotor symptom of catatonia as associated with schizophrenia, bipolar disorder, or other mental disorders which leads to a decreased response to stimuli and a tendency to remain in an immobile posture. Attempts to repo ...

and the state produced by the drug has been compared to

Akinetic mutism Akinetic mutism is a medical term describing patients tending neither to move (akinesia) nor speak (mutism). Akinetic mutism was first described in 1941 as a mental state where patients lack the ability to move or speak. However, their eyes may fo ...

In popular culture

In literature

*The author

William S. Burroughs William Seward Burroughs II (; February 5, 1914 – August 2, 1997) was an American writer and visual artist, widely considered a primary figure of the Beat Generation and a major postmodern author who influenced popular cultur ...

references the drug in his book ''

Naked Lunch ''Naked Lunch'' (sometimes ''The Naked Lunch'') is a 1959 novel by American writer William S. Burroughs. The book is structured as a series of loosely connected vignettes, intended by Burroughs to be read in any order. The reader follows the na ...

'' (1959), in which the fictional Dr. Benway uses it to induce obedience in torture victims.

In television

*The drug's use to treat Mayor Kane's father-in-law and predecessor is a plot point in

season 2 Season 2 may refer to: * ''Season 2'' (Infinite album) * '' 2econd Season'' See also

* {{disambig ...

of the TV series ''

Boss Boss may refer to: Occupations * Supervisor, often referred to as boss * Air boss, more formally, air officer, the person in charge of aircraft operations on an aircraft carrier * Crime boss, the head of a criminal organization * Fire boss, a ...

'', e.g., in episodes s2.e8 ("Consequences"; October 5, 2012) and s2.e9 ("Church"; October 12, 2012).

References

{{Monoamine metabolism modulators Acetylcholinesterase inhibitors Aporphine alkaloids Alkaloids found in Papaveraceae Phenols Nitrogen heterocycles Tyrosine hydroxylase inhibitors Benzodioxoles Heterocyclic compounds with 5 rings Plant toxins Methoxy compounds