Laudanosine: Difference between revisions

| IUPACNamePIN = (1''S'')-1-[(3,4-dimethoxyphenylDimethoxyphenyl)methyl]-6,7-dimethoxy- 2-methyl-1,2,3,4-dihydro-1''H''-isoquinolinetetrahydroisoquinoline

Laudanosine also occurs naturally in minute amounts (0.1%) in [[opium]], from which it was first isolated in 1871.<ref>{{cite book |chapterurlchapter-url=https://books.google.com/books?id=KxTKLlac60wC&pg=PA55&dqq=laudanosine&sigpg=ACfU3U2OZxmvO0Pl8Jnp8KuGXHzMllcnQA#PPA48,M1PA55 |chapter=The Benzylisoquinoline Alkaloids |author=Burger A |title=The Alkaloids: Chemistry and Physiology |origyearorig-year=1954 |year=2005 |volume=4 |veditors=Manske RH, Holmes HL |pages=48 |location=New York |publisher=Academic Press |isbn=0-12-469504-3}} Retrieved September 18, 2008 through [[Google Book Search]].</ref> Partial [[Dehydration reaction|dehydrogenation]] of laudanosine will lead to [[papaverine]], the alkaloid found in the opium poppy plant (''Papaver somniferum'').

Laudanosine is a [[benzyltetrahydroisoquinoline]] [[alkaloid]]. It has been shown to interact with [[GABA receptor]]s, [[glycine receptor]]s, [[opioid receptor]]s, and [[nicotinic acetylcholine receptor]]s,<ref name=Fodale/><ref>{{cite journal |vauthors=Katz Y, Weizman A, Pick CG, Pasternak GW, Liu L, Fonia O, Gavish M |title=Interactions between laudanosine, GABA, and opioid subtype receptors: implication for laudanosine seizure activity |journal= Brain Res |volume=646 |issue=2 |pages=235–241 |date=May 1994 |pmid=8069669 |doi=10.1016/0006-8993(94)90084-1 |s2cid=35031924 }}</ref><ref>{{cite journal |vauthors=Exley R, Iturriaga-Vásquez P, Lukas RJ, Sher E, Cassels BK, Bermudez I |title=Evaluation of benzyltetrahydroisoquinolines as ligands for neuronal nicotinic acetylcholine receptors |journal= Br J Pharmacol |volume=146 |issue=1 |pages=15–24 |date=Sep 2005|pmid=15980871 |doi= 10.1038/sj.bjp.0706307 |pmc= 1576253 }}</ref> but not [[benzodiazepine receptor|benzodiazepine]] or [[muscarinic receptor]]s, which are also involved in epilepsy and other types of seizures.<ref>{{cite journal |vauthors=Katz Y, Gavish M |title= Laudanosine does not displace receptor-specific ligands from the benzodiazepinergic or muscarinic receptors |journal= Anesthesiology|volume=70|issue=1 |pages= 109–111 |date=Jan 1989 |pmid= 2536252 |doi= 10.1097/00000542-198901000-00020 }}</ref>