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C 19H 19NO 4
201 to 203 °C (394 to 397 °F; 474 to 476 K) racemate 213-214 °C
Except where otherwise noted, data are given for materials in their
(at 25 °C [77 °F], 100 kPa).
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Bulbocapnine is an alkaloid found in (Papaveraceae) and Corydalis , plants in the family Dicentra Fumariaceae that can cause fatal poisoning in sheep and cattle. It has been shown to act as an acetylcholinesterase inhibitor, and inhibits biosynthesis of  dopamine via inhibition of the enzyme tyrosine hydroxylase.  Like  apomorphine, it is reported to be an inhibitor of amyloid beta protein (Aβ) fiber formation, whose presence is a hallmark of Alzheimer's disease (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".
A psychiatrist at
Tulane University named Robert Heath carried out experiments on prisoners at the Louisiana State Penitentiary 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 bulbocapnine work Heath conducted for the government was one component of a large investigation into the potential of psychoactive compounds as aids to interrogation.
In popular culture
The author William S. Burroughs references the drug in his book (1959), in which the fictional Dr. Benway uses it to induce obedience in torture victims. Naked Lunch
The drug's use to treat Mayor Kane's father-in-law and predecessor is a plot point in season 2 of the TV series , e.g., in episodes s2.e8 ("Consequences"; October 5, 2012) and s2.e9 ("Church"; October 12, 2012). Boss
Adsersen, A.; Kjølbye, A.; Dall, O.; Jäger, A. K. (Aug 2007). "Acetylcholinesterase and Butyrylcholinesterase Inhibitory Compounds from Corydalis cava Schweigg. & Kort". Journal of Ethnopharmacology. 113 (1): 179–182. doi: 10.1016/j.jep.2007.05.006. PMID 17574358.
Zhang, Y. H.; Shin, J. S.; Lee, S. S.; Kim, S. H.; Lee, M. K. (Aug 1997). "Inhibition of Tyrosine Hydroxylase by Bulbocapnine". Planta Medica. 63 (4): 362–363. doi: 10.1055/s-2006-957702. PMID 9270381.
Shin, J. S.; Kim, K. T.; Lee, M. K. (Mar 1998). "Inhibitory Effects of Bulbocapnine on Dopamine Biosynthesis in PC12 Cells". Neuroscience Letters. 244 (3): 161–164. doi: 10.1016/s0304-3940(98)00148-7. PMID 9593514.
Lashuel HA, Hartley DM, Balakhaneh D, Aggarwal A, Teichberg S, Callaway DJ (November 2002). "New class of inhibitors of amyloid-beta fibril formation. Implications for the mechanism of pathogenesis in Alzheimer's disease". The Journal of Biological Chemistry. 277 (45): 42881–90. doi: 10.1074/jbc.M206593200. PMID 12167652.
"Dorlands Medical Dictionary at Merck". Archived from the original on 2008-03-01 . Retrieved . 2006-12-25
Scheflin, A. W.; Opton, E. M. (1978). The Mind Manipulators: A non-fiction Account. New York: Paddington Press. pp. 314–315. ISBN . 0-448-22977-3
"CIA Revelations: Behavior Control" (PDF). Radio TV Reports. ABC News. 20 July 1977 . Retrieved . 24 January 2017