Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 16, Issue 9, Pages 2758-2763Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200902766
Keywords
anticancer agents; cycloaddition; enzyme inhibitors; macrocyclic compounds; metathesis
Categories
Funding
- Cancer Research UK [CUK] [C215 A7606, CA309 A8274]
- Cancer Research UK
- NIHR Biomedical Research Centre
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A series of benzo-macrolactones has been prepared by chemical synthesis, and evaluated as inhibitors of heat shock protein 90 (Hsp90), an emerging attractive target for novel cancer therapeutic agents. A new synthesis of these resorcylic acid macrolactone analogues of the natural product radicicol is described in which the key steps are the acylation and ring opening of a homophthalic anhydride to give an isocoumarin, followed by a ring-closing metathesis to form the macrocycle. The methodology has been extended to a novel series of macrolactones incorporating a 1,2,3-triazole ring.
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