Voacristine
Chemical compound
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Other names | 19(S)-Heyneanine |
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Formula | C22H28N2O4 |
Molar mass | 384.476 g·mol−1 |
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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
- ^ Lo MW, Matsumoto K, Iwai M, Tashima K, Kitajima M, Horie S, Takayama H (January 2011). "Inhibitory effect of Iboga-type indole alkaloids on capsaicin-induced contraction in isolated mouse rectum". Journal of Natural Medicines. 65 (1): 157–65. doi:10.1007/s11418-010-0478-6. PMID 21042867. S2CID 25706616.
- ^ Renner U, Prins DA (December 1959). "[Voacanga alkaloids. III. Voacristine: identity with voacangarine and decomposition to iboxygaine and ibogaine]". Experientia (in German). 15: 456–7. doi:10.1007/BF02158249. PMID 14437366. S2CID 26926236.
- ^ Henriques AT, Melo AA, Moreno PR, Ene LL, Henriques JA, Schapoval EE (January 1996). "Ervatamia coronaria: chemical constituents and some pharmacological activities". Journal of Ethnopharmacology. 50 (1): 19–25. doi:10.1016/0378-8741(95)01328-8. PMID 8778503.
- ^ Srivastava S, Singh MM, Kulshreshtha DK (August 2001). "A new alkaloid and other anti-implantation principles from Tabernaemontana heyneana". Planta Medica. 67 (6): 577–9. doi:10.1055/s-2001-16495. PMID 11509989. S2CID 260252763.
- ^ Andima M, Ndakala A, Derese S, Biswajyoti S, Hussain A, Yang LJ, Akoth OE, Coghi P, Pal C, Heydenreich M, Wong VK, Yenesew A (January 2021). "Antileishmanial and cytotoxic activity of secondary metabolites from Taberneamontana ventricosa and two aloe species". Natural Product Research. 36 (5): 1365–1369. doi:10.1080/14786419.2021.1871906. PMID 33459049. S2CID 231635212.
- ^ Chen HM, Yang YT, Li HX, Cao ZX, Dan XM, Mei L, Guo DL, Song CX, Dai Y, Hu J, Deng Y (2016). "Cytotoxic monoterpenoid indole alkaloids isolated from the barks of Voacanga africana Staph". Natural Product Research. 30 (10): 1144–9. doi:10.1080/14786419.2015.1046132. PMID 26140390. S2CID 23406913.
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