Work

Regio- and Stereoselective Syntheses of the Natural Product CCR5 Antagonist Anibamine and its Three Olefin Isomers

Year: 2011

Type: article

Abstract: The syntheses of the natural product anibamine and its three olefin isomers have been achieved concisely and efficiently via highly regio- and stereoselective reactions. The crucial steps included a regioselective palladium-catalyzed alkynylation by Sonogashira coupling and a stereoselective Suzuki coupling. Further conformation analyses and in vitro calcium mobilization studies were carried out to characterize the compounds' biological properties.

Source: The Journal of Organic Chemistry

DOI: 10.1021/jo2013669

Authors: Feng Zhang, Saheem Zaidi, Kendra M. Haney, Glen E. Kellogg, Yan Zhang

Institution: Virginia Commonwealth University

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Institutes of Health, National Institute of Allergy and Infectious Diseases, DOD Prostate Cancer Research Program

Awards: G491007385, Chemokine receptor CCR5 antagonists as novel anti-HIV agents, Anibamine, a novel CCR5 antagonist as anti-HIV lead compound