Related Experiment Video
Updated: Feb 1, 2026

Utilization of the Soft Agar Colony Formation Assay to Identify Inhibitors of Tumorigenicity in Breast Cancer Cells
Published on: May 20, 2015
Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted
Alexis St-Gelais1, Jérôme Alsarraf1, Jean Legault1
1Chaire de recherche sur les agents anticancéreux d'origine naturelle, Laboratoire d'analyse et de séparation des essences végétales (LASEVE), Département des Sciences Fondamentales , Université du Québec à Chicoutimi , 555, boulevard de l'Université , Chicoutimi , Québec , G7H 2B1 , Canada.
Abstract:
A seven-step total synthesis of the original scaffold of cytotoxic dirchromones involving an unprecedented soft-enolization Baker-Venkataraman rearrangement was designed. The methodology enabled access to naturally occurring dirchromone 1 (21% overall yield) at gram-scale, which was screened for cytotoxicity against 13 cancer cell lines. The scope of the soft-enolization Baker-Venkataraman rearrangement encompasses diversely substituted dirchromones, including flavonoids, 2-styrylchromones, and 2-phenylethylchromones.
More Related Videos
Related Concept Videos
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Alkylation of β-Diester Enolates: Malonic Ester Synthesis
Types of Enols and Enolates
Reactivity of Enols
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction

