Chemistry:Voacamine
From HandWiki
Short description: Chemical compound
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| Formula | C43H52N4O5 |
| Molar mass | 704.912 g·mol−1 |
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Voacamine, also known under the older names voacanginine and vocamine, is a naturally occurring dimeric indole alkaloid of the secologanin type, found in a number of plants, including Voacanga africana and Tabernaemontana divaricata. It is approved for use as an antimalarial drug in several African countries.[1] Voacamine exhibits cannabinoid CB1 receptor antagonistic activity.[2]
Chemistry
Structure
There is considerable confusion about the absolute stereochemical configuration of voacamine and the originally published absolute structure had to be later revised.[3][4] It has an ibogaine unit joined with vobasine unit.
Adverse Effect
Voacamine can cause hypertension in high dose.[5]
See also
References
- ↑ "Voacamine". DrugBank. Canadian Institutes of Health Research. https://www.drugbank.ca/drugs/DB04877.
- ↑ "Discovery of indole alkaloids with cannabinoid CB1 receptor antagonistic activity". Bioorganic & Medicinal Chemistry Letters 21 (7): 1962–4. April 2011. doi:10.1016/j.bmcl.2011.02.036. PMID 21376588.
- ↑ "The absolute configuration of the Iboga alkaloids.". Canadian Journal of Chemistry 44 (5): 637–9. March 1966. doi:10.1139/v66-087.
- ↑ "Structure and Absolute Configuration of (+)-Coronaridine Hydrobromide. A Comment on the Absolute Configuration of the Iboga Alkaloids". J. Am. Chem. Soc. 95 (16): 5407–5409. 1973. doi:10.1021/ja00797a049.
- ↑ "oacanga, (Apocynaceae), a review of its taxonomy, phytochemistry, ethnobotany and pharmacology.". Agric. Univ. Wagenigen. 1985. pp. 85–3. https://www.erowid.org/plants/voacanga_africana/voacanga_africana_info1.shtml.
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