Harmaline is a fluorescent psychoactive indole alkaloid from the group of harmala alkaloids and beta-carbolines. It is the reduced hydrogenated form of harmine.
§Occurrence in nature
Various plants contain harmaline including Peganum harmala (Syrian Rue) as well as the hallucinogenic beverage ayahuasca, which is traditionally brewed using Banisteriopsis caapi. Present at 3% by dry weight, the harmala alkaloids may be extracted from the Syrian Rue seeds.
§Effects
Harmaline is a central nervous system stimulant and a "reversible inhibitor of MAO-A (RIMA)". This means that the risk of a hypertensive crisis, a dangerous high blood pressure crisis from eating tyramine-rich foods such as cheese, is likely lower with harmaline than with irreversible MAOIs such as phenelzine.
The harmala alkaloids are psychoactive in humans. Harmaline is shown to act as an acetylcholinesterase inhibitor. Harmaline also stimulates striatal dopamine release in rats at very high dose levels. Since harmaline is a reversible inhibitor of monoamine oxidase A, it could, in theory, induce both serotonin syndrome and hypertensive crises in combination with tyramine, serotonergics, catecholaminergics drugs or prodrugs. Harmaline containing plants and tryptamine containing plants are used in ayahausca brews. The inhibitory effects on monoamine oxidase allows dimethyltryptamine (DMT), the psychologically prominent chemical in the mixture, to bypass the extensive first-pass metabolism it undergoes upon ingestion; allowing a psychologically active quantity of the chemical to exist in the brain for a perceivable period of time. Harmaline forces the anabolic metabolism of serotonin into normelatonin or n-acetylserotonin, and then to melatonin, the body's principle sleep-regulating hormone and a powerful antioxidant.
United States Patent Number 5591738 describes a method for treating various chemical dependencies via the administration of harmaline and or other beta-carbolines.
In a study Harmaline has also been found to induce "vasorelaxant effects" in "isolated rat aorta."
A study found that a single injection of 40Â mg/kg in rats or 3 x 25Â mg/kg spread over 3 days had visible neurotoxic effects.
Harmaline is known to act as a histamine N-methyltransferase inhibitor. This explains how harmaline elicits its wakefulness-promoting effects.
§See also
- Tetrahydroharmine, a similar harmala alkaloid
§References
§External links
- TIHKAL, #13
- Evans, A. T.; Croft, S. L. (1987). "Antileishmanial Activity of Harmaline and other Tryptamine Derivatives". Phytotherapy Research 1 (1): 25â€"27. doi:10.1002/ptr.2650010106.Â