Abstract
Abstract A novel 6/12-membered bicyclic taxane with a 13,17-ether bridge, named canataxpyran A, was isolated from the needles of Taxus canadensis. The structures were characterized as 7β,9,10β,20-tetracetoxy-13β,17-epoxy-3,8-secotaxa-3E,8E,11-triene-2α,5α-diol (designated as canataxpyran A, 1). This bicyclic taxane gradually decomposed in CDCl3to give the corresponding enones, 10β,20-diacetoxy-13β,17-epoxy-4α,5α-dihydroxy-3,8-secotaxa-2E,7E,11-trien-9-one (canataxpyran B, 2) and 5α,10β,20-triacetoxy-13β,17-epoxy-4α-hydroxy- 3,8-secotaxa-2E,7E,11-trien-9-one (canataxpyran C, 3). Compound 1 is the first example of a natural 3,8-secotaxane with 13,17-oxygen bridge.
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