Seco-eudesmane

In an attempt to induce a rearrangement to give the pseudoguaianolide (621) the epoxy-alcohol (620) was treated with boron trifluoride etherate. An X-ray analysis, however, has shown that one of the major products is the fluoro-alcohol (622). ° A number of new xanthanolides, grafininacetate (623), desacetyl-xanthanol (624), and xanthanolacetate (625) have been isolated from Pulicaria crispa. These compounds co-occur with the unusual seco-eudesmane sesqui-terpenoid, secocrispiolide (626). 

Eriolanin (104) is a novel antileukemic seco-eudesmane and was isolated by Kupchan and co-workers [45]. It possesses significant activity in vivo against P-388 leukaemia in mice and in vitro against cell cultures derived from human carcinoma of the nasopharynx (KB). Grieco developed an ingenious synthesis[46] of eriolanin (104), which has been depicted in "Fig (9)". 

---