Coronaridine Explained
Coronaridine, also known as 18-carbomethoxyibogamine, is an alkaloid found in Tabernanthe iboga and related species, including Tabernaemontana divaricata for which (under the now obsolete synonym Ervatamia coronaria) it was named.[1]
Like ibogaine, (R)-coronaridine and (S)-coronaridine can decrease intake of cocaine and morphine in animals[2] and it may have muscle relaxant and hypotensive activity.[3]
Chemistry
Congeners
Coronaridine congers are important in drug discovery and development due to multiple actions on different targets. They have ability to inhibit Cav2.2 channel,[4] modulate and inhibit subunits of nAChr selectively such as α9α10,[5] α3β4[6] [7] and potentiate GABAA activity.[8]
Pharmacology
Coronaridine has been reported to bind to an assortment of molecular sites, including: μ-opioid (Ki = 2.0 μM), δ-opioid (Ki = 8.1 μM), and κ-opioid receptors (Ki = 4.3 μM), NMDA receptor (Ki = 6.24 μM) (as an antagonist),[9] and nAChRs (as an antagonist).[10] It has also been found to inhibit the enzyme acetylcholinesterase, act as a voltage-gated sodium channel blocker,[11] and displays estrogenic activity in rodents. In contrast to ibogaine and other iboga alkaloids, coronaridine does not bind to either the σ1 or σ2 receptor.
See also
Notes and References
- Delorenzi JC, Freire-de-Lima L, Gattass CR, de Andrade Costa D, He L, Kuehne ME, Saraiva EM . In vitro activities of iboga alkaloid congeners coronaridine and 18-methoxycoronaridine against Leishmania amazonensis . Antimicrobial Agents and Chemotherapy . 46 . 7 . 2111–2115 . July 2002 . 12069962 . 127312 . 10.1128/aac.46.7.2111-2115.2002 .
- Book: The Psychopharmacology of Herbal Medicine: Plant Drugs that Alter Mind, Brain, and Behavior. Spinella M . 2001. 978-0262692656 . The MIT Press; Illustrated edition.
- Perera P, Kanjanapothy D, Sandberg F, Verpoorte R . Muscle relaxant activity and hypotensive activity of some Tabernaemontana alkaloids . Journal of Ethnopharmacology . 13 . 2 . 165–173 . May 1985 . 4021514 . 10.1016/0378-8741(85)90004-2 .
- Arias HR, Tae HS, Micheli L, Yousuf A, Ghelardini C, Adams DJ, Di Cesare Mannelli L . Coronaridine congeners decrease neuropathic pain in mice and inhibit α9α10 nicotinic acetylcholine receptors and CaV2.2 channels . . 175 . 108194 . September 2020 . 32540451 . 10.1016/j.neuropharm.2020.108194 . 2158/1213504 . 219705597 . free .
- Arias HR, Tae HS, Micheli L, Yousuf A, Ghelardini C, Adams DJ, Di Cesare Mannelli L . Coronaridine congeners decrease neuropathic pain in mice and inhibit α9α10 nicotinic acetylcholine receptors and CaV2.2 channels . . 175 . 108194 . September 2020 . 32540451 . 10.1016/j.neuropharm.2020.108194 . 2158/1213504 . 219705597 . free .
- Arias HR, Targowska-Duda KM, Feuerbach D, Jozwiak K . Coronaridine congeners inhibit human α3β4 nicotinic acetylcholine receptors by interacting with luminal and non-luminal sites . . 65 . 81–90 . August 2015 . 26022277 . 10.1016/j.biocel.2015.05.015 . free .
- Arias HR, Lykhmus O, Uspenska K, Skok M . Coronaridine congeners modulate mitochondrial α3β4* nicotinic acetylcholine receptors with different potency and through distinct intra-mitochondrial pathways . . 114 . 26–32 . March 2018 . 29277577 . 10.1016/j.neuint.2017.12.008 . 3675707 .
- Arias HR, Do Rego JL, Do Rego JC, Chen Z, Anouar Y, Scholze P, Gonzales EB, Huang R, Chagraoui A . Coronaridine congeners potentiate GABAA receptors and induce sedative activity in mice in a benzodiazepine-insensitive manner . . 101 . 109930 . July 2020 . 32194202 . 10.1016/j.pnpbp.2020.109930 . 212734631 .
- Book: Wiart C . Lead Compounds from Medicinal Plants for the Treatment of Neurodegenerative Diseases. 16 December 2013. Academic Press. 978-0-12-398383-1. 67–69, 73.
- Book: Polya G . Biochemical Targets of Plant Bioactive Compounds: A Pharmacological Reference Guide to Sites of Action and Biological Effects. 15 May 2003. CRC Press. 978-0-203-01371-7. 203–.
- Book: Popik P, Skolnick P . Pharmacology of Ibogaine and Ibogaine-Related Alkaloids . Cordell GA . The Alkaloids. Chemistry and Biology . 52 . 1999 . Academic Press . San Diego . 978-0-08-086576-8 . 197–232 (222) . https://books.google.com/books?id=bE503LRsawYC&pg=PA22.
- Web site: (−)-Coronaridine . ChEBI . European Bioinformatics Institute . CHEBI:3887 .