- Bulbocapnine
Chembox new
Name = Bulbocapnine
ImageFile = Bulbocapnine skeletal.svg
ImageName =
IUPACName = ("S")-6,7,7a,8-tetrahydro-11-methoxy-7-methyl -5"H"-benzo ["g"] -1,3-benzodioxolo- [6,5,4-"de"] quinolin-2-ol
Section1 = Chembox Identifiers
CASNo = 298-45-3
SMILES = Oc3c-2c(ccc3OC)CC1c4c-2c5OCOc5cc4CCN1C
Section2 = Chembox Properties
Formula = C20H21NO4
MolarMass = 325.36 g/mol
Density =
MeltingPt = 201-203 °C, racemate 213-214 °C
BoilingPt =Bulbocapnine is an
alkaloid found in "Corydalis " and "Dicentra ", herbs in the familyFumariaceae that can cause fatal poisoning insheep andcattle . It has been shown to act as anacetylcholinesterase inhibitor , [Adsersen A, Kjølbye A, Dall O, Jäger AK. Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Corydalis cava Schweigg. & Kort. "Journal of Ethnopharmacology". 2007 Aug 15;113(1):179-82. PMID 17574358] and inhibits biosynthesis ofdopamine via inhibition of the enzymetyrosine hydroxylase . [Zhang YH, Shin JS, Lee SS, Kim SH, Lee MK. Inhibition of tyrosine hydroxylase by bulbocapnine. "Planta Medica". 1997 Aug;63(4):362-3. PMID 9270381] [Shin JS, Kim KT, Lee MK. Inhibitory effects of bulbocapnine on dopamine biosynthesis in PC12 cells. "Neuroscience Letters". 1998 Mar 20;244(3):161-4. PMID 9593514]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 " [ [http://www.mercksource.com/pp/us/cns/cns_hl_dorlands.jspzQzpgzEzzSzppdocszSzuszSzcommonzSzdorlandszSzdorlandzSzdmd_b_26zPzhtm Dorlands Medical Dictionary at Merck] ] . The psychiatrist Robert Heath carried out experiments on prisoners at theLouisiana State Penitentiary using bulbocapnine to inducestupor . [Scheflin, A.W. & Opton, E.M. (1978) "The Mind Manipulators: a non-fiction account." (Paddington Press: New York) ISBN 0448229773 pp. 314-315.] .The author William Burroughs references the drug in his book "
Naked Lunch ", where the fictional Dr. Benway uses it to induce obedience in torture victims.ee also
*
Apomorphine
*Glaucine
*Nuciferine
*Pukateine
*Stepholidine
*Tetrahydropalmatine References
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