Deacetylvindoline

Deacetylvindoline
Names
IUPAC name
Methyl (2β,3β,4β,5α,12β,19α)-3,4-dihydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate
Other names
Desacetylvindoline; 17-O-Deacetylvindoline
Identifiers
3633-92-9
3D model (Jmol) Interactive image
ChemSpider 228679
PubChem 260534
Properties
C23H30N2O5
Molar mass 414.50 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

Deacetylvindoline is a terpene indole alkaloid produced by Catharanthus roseus. Deacetylvindoline is the product of a hydroxylation of desacetoxyvindoline by deacetoxyvindoline 4-hydroxylase (D4H).[1] It is a substrate for deacetylvindoline O-acetyltransferase (DAT) which acetylates a hydroxy group to form vindoline, one of the two immediate precursors for the formation of the pharmacetucially valuable bisindole alkaloid vinblastine.[2]

References

  1. Vazquez-Flota, De Carolis, Alarco and De Luca (1997) Molecular cloning and characterization of desacetoxyvindoline-4-hydroxylase, a 2-oxoglutarate dependent-dioxygenase involved in the biosynthesis of vindoline in Catharanthus roseus (L.) G. Don. Plant Molecular Biology. 34(6). 935-948
  2. Power, Kurz and De Luca (1990) Purification and characterization of acetylcoenzyme A: Deacetylvindoline 4-O-acetyltransferase from Catharanthus roseus. Archives of Biochemistry and Biophysics. 279(2). 370-376
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