Taspine

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Taspine
Taspine.svg
Names
IUPAC name
1-[2-(Dimethylamino)ethyl]-3,8-dimethoxychromeno[5,4,3-cde]chromene-5,10-dione
Other names
Thaspine
Identifiers
3D model (JSmol)
ChemSpider
Properties
C20H19NO6
Molar mass 369.4 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Taspine is an alkaloid which acts as a potent acetylcholinesterase inhibitor and cicatrizant. It is found in various plants including Magnolia x soulangeana[1] and Croton lechleri.[2]

The first total synthesis was reported by T. Ross Kelly and Roger L. Xie in 1998.[3]

References[edit]

  1. ^ Rollinger, JM; Schuster, D; Baier, E; Ellmerer, EP; Langer, T; Stuppner, H (2006). "Taspine: Bioactivity-guided isolation and molecular ligand-target insight of a potent acetylcholinesterase inhibitor from Magnolia x soulangiana". Journal of Natural Products. 69 (9): 1341–1346. doi:10.1021/np060268p. PMC 3526713Freely accessible. PMID 16989531. 
  2. ^ Vaisberg, A.; Milla, M.; Planas, M.; Cordova, J.; De Agusti, E.; Ferreyra, R.; Mustiga, M.; Carlin, L.; Hammond, G. (2007). "Taspine is the Cicatrizant Principle in Sangre de Grado Extracted from Croton lechleri". Planta Medica. 55 (2): 140–143. doi:10.1055/s-2006-961907. PMID 2748730. 
  3. ^ Kelly, T. Ross; Xie, Roger L. (October 1998). "Total Synthesis of Taspine". The Journal of Organic Chemistry. 63 (22): 8045–8048. doi:10.1021/jo981099j.