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Org Lett ; 12(21): 5068-71, 2010 Nov 05.
Article in English | MEDLINE | ID: mdl-20939604

ABSTRACT

The first total synthesis of incednam (1), the aglycon of antibiotic incednine (2), is described. Incednine has been reported to exhibit significant inhibitory activity against the antiapoptotic oncoproteins Bcl-2 and Bcl-xL. The synthesis of 1 commenced with the preparation of the C1-C13 subunit 3 and the C14-C23 subunit 4. The construction of the novel 24-membered macrocycle was achieved by the application of a Stille coupling between 3 and 4, followed by macrolactamization.


Subject(s)
Disaccharides/chemical synthesis , Lactams/chemical synthesis , Macrocyclic Compounds/chemical synthesis , Molecular Structure
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