Literature DB >> 29916257

Total Synthesis and Biological Activity of the Arachidonic Acid Metabolite Hemiketal E2.

Robert E Boer1, Juan Antonio Giménez-Bastida2, Olivier Boutaud2, Somnath Jana1, Claus Schneider2, Gary A Sulikowski1,2.   

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.

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Year:  2018        PMID: 29916257      PMCID: PMC6425725          DOI: 10.1021/acs.orglett.8b01578

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  17 in total

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