Английская Википедия:Iboga-type alkaloid
Шаблон:Short description Шаблон:More citations needed Iboga-type alkaloids are a set of monoterpene indole alkaloids comprising naturally occurring compounds found in Tabernanthe and Tabernaemontana, as well as synthetic structural analogs. Naturally occurring iboga-type alkaloids include ibogamine, ibogaine, tabernanthine, and other substituted ibogamines Шаблон:See below. Many iboga-type alkaloids display biological activities such as cardiac toxicity and psychoactive effects, and some have been studied as potential treatments for drug addiction.[1][2]
Naturally-occurring
Substituted ibogamines
Шаблон:Main Файл:Naturally occurring substituted ibogamines.png
| PubChem Шаблон:Abbr | Name | R1 | R2 | R3 | R4 |
|---|---|---|---|---|---|
| 100217 | Ibogamine | H | H | H | H |
| 197060 | Ibogaine | OMe | H | H | H |
| 3083548 | Noribogaine | OH | H | H | H |
| 6326116 | Tabernanthine | H | OMe | H | H |
| 193302 | Ibogaline | OMe | OMe | H | H |
| 73489 | Coronaridine | H | H | COOMe | H |
| 73255 | Voacangine | OMe | H | COOMe | H |
| 363281 | Isovoacangine | H | OMe | COOMe | H |
| 65572 | Conopharyngine | OMe | OMe | COOMe | H |
| 11077316 | 19(S)-Hydroxyibogamine | H | H | H | OH |
| 71656190 | Iboxygaine / Kimvuline | OMe | H | H | OH |
| Шаблон:Abbr | Шаблон:Abbr | H | OMe | H | OH |
| Шаблон:Abbr | Шаблон:Abbr | OMe | OMe | H | OH |
| 15559732 | 19(S)-Hydroxycoronaridine | H | H | COOMe | OH |
| 196982 | Voacristine | OMe | H | COOMe | OH |
| 10362598 | Isovoacristine | H | OMe | COOMe | OH |
| 102004638 | 19(S)-Hydroxyconopharyngine | OMe | OMe | COOMe | OH |
Catharanthine is an unsaturated analog of coronaridine.
Oxidation products
Similarly to other ring-constrained tryptamines such as yohimbine[3] and mitragynine (see mitragynine pseudoindoxyl), oxidation and rearrangement products of substituted ibogamines have been reported, such as iboluteine (ibogaine pseudoindoxyl) (CID:21589055) and voaluteine (CID:633439).[4]
Other alkaloids
Synthetic analogs
18-MC, ME-18-MC, and 18-MAC are coronaridine analogs with similar anti-addictive effects.[5][6][7][8]
More distantly related synthetic analogs include :
- Varenicline, a polycyclic azepine and anti-addictive agent that similarly targets nicotinic acetylcholine receptors, but acts as a partial agonist instead.
- Tabernanthalog is a structural simplification of tabernanthine and "non-hallucinogenic psychoplastogen".[9]
See also
References
Шаблон:Alkaloid-stub Шаблон:Pharma-stub
