Total Synthesis and Biological Activity of the Arachidonic Acid Metabolite Hemiketal E2
AUTHORS
Boer
R.E. ,
Giménez-Bastida
J.A. ,
Boutaud
O. ,
Jana
S. ,
Schneider
C. ,
Sulikowski
G.A. .
Org. Lett.. 2018 6 19; 13(20).
4020-4022
- PMID: 29916257[PubMed].
ABSTRACT
The total synthesis of hemiketal E2 (HKE2) has been accomplished using a gold(I)-mediated cycloisomerization followed by oxidation of the enol ether product to introduce a unique keto-hemiketal, the core structure of HKE2. Synthetic hemiketal E2 reproduced biosynthetically derived HKE2 in the inhibition of human platelet aggregation.