Domino approach to 2-aroyltrimethoxyindoles as novel heterocyclic combretastatin A4 analogues
Martin Arthuis1, Renée Pontikis, Guy G Chabot
1Institut Curie, Centre de Recherche, 26 rue d'Ulm, Paris F-75248 cedex 05, France.
Abstract:
Two series of 2-aroyltrimethoxyindoles were designed to investigate the effects of the replacement of the trimethoxyphenyl ring of phenstatin with a trimethoxyindole moiety. These compounds were efficiently prepared through a domino palladium-catalyzed sequence from 2-gem-dibromovinylanilines substituted by three methoxy groups and arylboronic acids under carbon monoxide atmosphere. These novel heterocyclic combretastatin A4 analogues were evaluated for their cell growth inhibitory properties and their ability to inhibit the tubulin polymerization.
Related Concept Videos
Directing and Steric Effects in Disubstituted Benzene Derivatives
Stereoisomerism of Cyclic Compounds
Disubstituted Cyclohexanes: cis-trans Isomerism
In cyclohexane, the substituents can occupy different positions generating distinct isomers.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Indirect-Acting Cholinergic Agonists: Chemistry and Structure-Activity Relationship
Reversible inhibitors display short to medium durations of action. Short-acting agents include simple alcohols with...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
