A two-directional approach to pyrrolizidines: total syntheses and biological evaluation of alkaloid cis-223B and (±)-xenovenine

Alexandre Barthelme; David Richards; Ian R Mellor; Robert A Stockman

doi:10.1039/c3cc46800c

A two-directional approach to pyrrolizidines: total syntheses and biological evaluation of alkaloid cis-223B and (±)-xenovenine

Chem Commun (Camb). 2013 Nov 18;49(89):10507-9. doi: 10.1039/c3cc46800c.

Authors

Alexandre Barthelme¹, David Richards, Ian R Mellor, Robert A Stockman

Affiliation

¹ School of Chemistry, University of Nottingham, Nottingham, NG7 2RD, UK. [email protected].

PMID: 24084985
DOI: 10.1039/c3cc46800c

Abstract

Total syntheses of alkaloid cis-223B and xenovenine are reported in 3 and 4 steps respectively using a two-directional synthesis/triple reductive amination strategy, and their neurotoxic properties assessed.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amination
Cell Line, Tumor
Cell Survival / drug effects
Humans
Neurons / drug effects*
Neurons / physiology
Oxidation-Reduction
Patch-Clamp Techniques
Pyrrolizidine Alkaloids / chemical synthesis*
Pyrrolizidine Alkaloids / chemistry
Pyrrolizidine Alkaloids / pharmacology
Receptors, Cholinergic / metabolism
Stereoisomerism

Substances

Pyrrolizidine Alkaloids
Receptors, Cholinergic
xenovenine