Biomimetic synthesis of tangutorine following new biogenetic proposals

Rim Salame; Edmond Gravel; Karine Leblanc; Erwan Poupon

doi:10.1021/ol9002916

Biomimetic synthesis of tangutorine following new biogenetic proposals

Org Lett. 2009 May 7;11(9):1891-4. doi: 10.1021/ol9002916.

Authors

Rim Salame¹, Edmond Gravel, Karine Leblanc, Erwan Poupon

Affiliation

¹ Laboratoire de Pharmacognosie associé au CNRS, UMR 8076-BioCIS, Faculté de Pharmacie, Université Paris-Sud 11, 92296 Châtenay-Malabry, France.

PMID: 19334718
DOI: 10.1021/ol9002916

Abstract

Following new biosynthetic proposals, an expeditious synthesis of tangutorine, an indolic alkaloid from Nitraria tangutorum has been achieved in three steps from simple C(5) lysine-derived units. The work also includes further insights into the biosynthesis of Nitraria alkaloids.

MeSH terms

Carbolines / chemical synthesis*
Carbolines / chemistry
Indole Alkaloids / chemical synthesis*
Indole Alkaloids / chemistry
Molecular Structure
Quinolizines / chemical synthesis*
Quinolizines / chemistry
Zygophyllaceae / chemistry

Substances

Carbolines
Indole Alkaloids
Quinolizines
tangutorine