Chemistry:Bufotenidine

From HandWiki

Bufotenidine, also known as 5-hydroxy-N,N,N-trimethyltryptammonium (5-HTQ) or as cinobufagine, is an indole toxin related to bufotenin, serotonin, and other tryptamines which is found in the venom of a variety of toads.[1][2] It acts as a selective serotonin 5-HT3 receptor agonist, and has been used in scientific research to study the function of the serotonin 5-HT3 receptor, though this use has been limited by the fact that, as a quaternary amine, it is unable to readily cross the blood-brain-barrier and hence is peripherally selective.[3]

Bufotenium or as cinobufotenine — is the quaternary ammonium cation form of bufotenidine, exhibits nicotine-like activity; activates nicotine-sensitive acetylcholine receptors.[4][5]

See also

References

  1. ↑ Wieland, Heinrich; Konz, Wilhelm; Mittasch, Heinz (1934). "Toad poisons. VII. Constitution of bufotenin and bufotenidine". Justus Liebigs Annalen der Chemie 513: 1–25. doi:10.1002/jlac.19345130102. 
  2. ↑ Raymond-Hamet (1943). "Bufotenidine, an extremely active principle of the venom of the common toad (Bufo bufo)". Comptes rendus des séances de la Société de biologie et de ses filiales 137: 74–75. 
  3. ↑ Bryan L. Roth (17 August 2008). The Serotonin Receptors: From Molecular Pharmacology to Human Therapeutics. Springer Science & Business Media. pp. 108–. ISBN 978-1-59745-080-5. https://books.google.com/books?id=J6i6YpvCQfIC&pg=PA108. 
  4. ↑ PubChem. "Bufotenium" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/656705. 
  5. ↑ Barlow, R. B.; Burston, K. N.. "A comparison of cinobufotenine (the quaternary derivative of 5-HT) and some related compounds with coryneine (the quaternary derivative of dopamine) on the frog rectus, guinea-pig ileum and rat fundus strip preparations". British Journal of Pharmacology 69 (4): 597–600. doi:10.1111/j.1476-5381.1980.tb07909.x. ISSN 0007-1188. PMID 6449223. PMC 2044297. https://pmc.ncbi.nlm.nih.gov/articles/PMC2044297/. 



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