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Regio- and stereoselective syntheses of the natural product CCR5 antagonist anibamine and its three olefin isomers.

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.

SUBMITTER: Zhang F

PROVIDER: S-EPMC3197777 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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Regio- and stereoselective syntheses of the natural product CCR5 antagonist anibamine and its three olefin isomers.

Zhang Feng F Zaidi Saheem S Haney Kendra M KM Kellogg Glen E GE Zhang Yan Y

The Journal of organic chemistry 20110913 19

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. ...[more]

PMID: 21875065

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