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”’Tabersonine”’ is a terpene indole alkaloid found in the medicinal plant ”[[Catharanthus roseus]]” and also in the genus [[Voacanga]]<ref>Voacanga, (Apocynaceae), a review of its taxonomy, phytochemistry, ethnobotany and pharmacology. |
”’Tabersonine”’ is a terpene indole alkaloid found in the medicinal plant ”[[Catharanthus roseus]]” and also in the genus [[Voacanga]]<ref>Voacanga, (Apocynaceae), a review of its taxonomy, phytochemistry, ethnobotany and pharmacology. |
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Leeuwenberg et al |
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”Agric. Univ. Wagenigen papers” #85-3, 1985. Page 8</ref> (both taxa belonging to the alkaloid-rich family [[Apocynaceae]]). Tabersonine is hydroxylated at the 16 position by the enzyme [[tabersonine 16-hydroxylase]] (T16H) to form [[16-hydroxytabersonine]].<ref>St-Pierre and De Luca (1995) A Cytochrome P-450 Monooxygenase Catalyzes the First Step in the Conversion of Tabersonine to Vindoline in Catharanthus roseus. Plant Physiology. 109(1). 131-139</ref> The enzyme leading to its formation is currently unknown. Tabersonine is the first intermediate leading to the formation of [[vindoline]] one of the two precursors required for [[vinblastine]] biosynthesis. |
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== See also == |
== See also == |
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==References== |
==References== |
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{{Reflist}} |
{{Reflist}} |
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[[Category:Indole alkaloids]] |
[[Category:Indole alkaloids]] |
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Revision as of 13:29, 9 October 2025
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| Names | |
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| IUPAC name
Methyl 2,3,6,7-tetradehydro-5α,12β,19α-aspidospermidine-3-carboxylate |
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| Systematic IUPAC name
Methyl (3aR,3a1S,10bR)-3a-ethyl-3a,3a1,4,6,11,12-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate |
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| Identifiers | |
| ChemSpider | |
| ECHA InfoCard | 100.022.378 |
| UNII | |
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| Properties | |
| C21H24N2O2 | |
| Molar mass | 336.435 g·mol−1 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Tabersonine is a terpene indole alkaloid found in the medicinal plant Catharanthus roseus and also in the genus Voacanga[1] (both taxa belonging to the alkaloid-rich family Apocynaceae). Tabersonine is hydroxylated at the 16 position by the enzyme tabersonine 16-hydroxylase (T16H) to form 16-hydroxytabersonine.[2] The enzyme leading to its formation is currently unknown. Tabersonine is the first intermediate leading to the formation of vindoline one of the two precursors required for vinblastine biosynthesis.
See also
References
- ^ Voacanga, (Apocynaceae), a review of its taxonomy, phytochemistry, ethnobotany and pharmacology. Leeuwenberg et al. Agric. Univ. Wagenigen papers #85-3, 1985. Page 8
- ^ . doi:10.1104/pp.109.1.131. ;
