Abstract
Protected trihydroxystilbenes have been synthesized by Heck coupling methodology in three steps. Treatment of 3,4-dimethoxy-12-benzyloxymethyl stilbene with ferric chloride in dichloromethane (room temperature), gave catechol analogues of ampelopsin F and of restrytisol C, while 3,4-dimethoxy-12- acetoxymethyl stilbene treated in the same conditions yielded two other analogues of restrytisol C (but no trace of ampelopsin F analogues). All the structures were unambiguously confirmed by 1D- and 2D- homo- and heteronuclear nmr experiments. All transformations were stereospecific. The ampelopsin F-type compounds are the result of radical cation pathways. By contrast, the restrytisol Ctype compounds are the products of pericyclic pathways.
Keywords: oligostilbenoids, protein kinase c inhibitor, stilbene, phenanthrene ring, lactonization, synthesis
Related Journals
Current Chinese Chemistry
Current Analytical Chemistry
Current Computer-Aided Drug Design
Current Chinese Science
Current Topics in Chemistry
Current Science, Engineering and Technology
The Natural Products Journal
Anti-Cancer Agents in Medicinal Chemistry
Combinatorial Chemistry & High Throughput Screening
Current Bioactive Compounds
Related Books
A Journey Through Water: A Scientific Exploration of The Most Anomalous Liquid on Earth
Advances in Mathematical Chemistry and Applications
Advances in Mathematical Chemistry and Applications
Advances in Mathematical Chemistry and Applications Volume 1 (Revised Edition)
Advances in Organic Synthesis
Advances in Organic Synthesis
Advances in Organic Synthesis
Advances in Organic Synthesis
Advances in Organic Synthesis
Advances in Organic Synthesis