Ontology highlight
ABSTRACT:
SUBMITTER: Bernhardt P
PROVIDER: S-EPMC2799893 | biostudies-literature | 2009 Dec
REPOSITORIES: biostudies-literature
Tetrahedron letters 20091201 51
Based on the X-ray structure of the enzyme strictosidine synthase, the glucose moiety of the seco-iridoid glucoside, secologanin, appears to be the key for orienting the substrate. We hypothesized that removing the glucose moiety would allow alternate stereoisomers of secologanin to be turned over. A convenient synthesis to prepare stereoisomers of des-vinyl secologanin is presented. The choice of protective group was the key to access this series of compounds. The analogs were assayed with stri ...[more]