16-Hydroxytabersonine

16-Hydroxytabersonine
Names
IUPAC name
Methyl (5α,12β,19α)-16-hydroxy-2,3,6,7-tetradehydroaspidospermidine-3-carboxylate
Other names
11-Hydroxytabersonine
Identifiers
3D model (JSmol)
ChemSpider
Properties
C21H24N2O3
Molar mass 352.43 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

16-Hydroxytabersonine is a terpene indole alkaloid produced by the plant Catharanthus roseus. The metabolite is an intermediate in the formation of vindoline, a precursor needed for formation of the pharmaceutically valuable vinblastine and vincristine. 16-hydroxytabersonine is formed from the hydroxylation of tabersonine by tabersonine 16-hydroxylase (T16H). Tabersonine 16-O-methyltransferase (16OMT) methylates the hydroxylated 16 position to form 16-methoxytabersonine.[1]

References

  1. Levac, Murata, Kim and De Luca (2008) Application of carborundum abrasion for investigating the leaf epidermis: molecular cloning of Catharanthus roseus 16-hydroxytabersonine-16-O-methyltransferase. The Plant Journal. 53(2). 225-236
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