Enantioselective Synthesis of (+)‐Chamaecypanone C: A Novel Microtubule Inhibitor | Zendy

Dong Suwei | Zendy; Hamel Ernest | Zendy; Bai Ruoli | Zendy; Covell David G. | Zendy; Beutler John A. | Zendy; Porco John A. | Zendy

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Enantioselective Synthesis of (+)‐Chamaecypanone C: A Novel Microtubule Inhibitor

Author(s) -

Dong Suwei,

Hamel Ernest,

Bai Ruoli,

Covell David G.,

Beutler John A.,

Porco John A.

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200805486

Subject(s) - colchicine , tubulin , enantioselective synthesis , microtubule , chemistry , cascade , stereochemistry , total synthesis , tandem , cascade reaction , combinatorial chemistry , catalysis , biochemistry , microbiology and biotechnology , biology , materials science , genetics , chromatography , composite material

A bicycle built for tubulin : The total synthesis of (+)‐chamaecypanone C has been achieved by using a tandem retro‐Diels–Alder/Diels–Alder cascade reaction (see scheme). Initial biological studies demonstrate that (+)‐chamaecypanone C is an inhibitor of tubulin assembly and binds at the colchicine site.

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