Chemistry:Voacristine

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Short description: Chemical compound
Voacristine
Voacristine.png
Clinical data
Other names19(S)-Heyneanine
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC22H28N2O4
Molar mass384.476 g·mol−1
3D model (JSmol)

Voacristine is a indole alkaloid occurring in Voacanga and Tabernaemontana genus. It is also an iboga type alkaloid.[1]

Chemistry

Its structure is almost similar to voacangine, an alkaloid used in semi-synthesis of ibogaine. Compared to voacangine, it has an extra O-atom. When it is degraded, iboxygaine and ibogaine are formed.[2]

Sources

Voacristine is found in multiple species of Tabernaemontana including Tabernaemontana divaricata,[3] Tabernaemontana heyneana,[4] Tabernaemontana ventricosa,[5] and Voacanga africana.[6]

See also

References

  1. "Inhibitory effect of Iboga-type indole alkaloids on capsaicin-induced contraction in isolated mouse rectum". Journal of Natural Medicines 65 (1): 157–65. January 2011. doi:10.1007/s11418-010-0478-6. PMID 21042867. 
  2. "[Voacanga alkaloids. III. Voacristine: identity with voacangarine and decomposition to iboxygaine and ibogaine]" (in de). Experientia 15: 456–7. December 1959. doi:10.1007/BF02158249. PMID 14437366. 
  3. "Ervatamia coronaria: chemical constituents and some pharmacological activities". Journal of Ethnopharmacology 50 (1): 19–25. January 1996. doi:10.1016/0378-8741(95)01328-8. PMID 8778503. 
  4. "A new alkaloid and other anti-implantation principles from Tabernaemontana heyneana". Planta Medica 67 (6): 577–9. August 2001. doi:10.1055/s-2001-16495. PMID 11509989. 
  5. "Antileishmanial and cytotoxic activity of secondary metabolites from Taberneamontana ventricosa and two aloe species". Natural Product Research 36 (5): 1365–1369. January 2021. doi:10.1080/14786419.2021.1871906. PMID 33459049. https://figshare.com/articles/journal_contribution/13603218. 
  6. "Cytotoxic monoterpenoid indole alkaloids isolated from the barks of Voacanga africana Staph". Natural Product Research 30 (10): 1144–9. 2016. doi:10.1080/14786419.2015.1046132. PMID 26140390. https://figshare.com/articles/journal_contribution/1472926.